Leah is the founder of TaskRabbit, the pioneering on-demand marketplace that helped redefine the future of work and laid the foundation for what we now know as the gig economy. As CEO for eight years, she scaled TaskRabbit into an international business operating in more than 40 cities before overseeing its successful acquisition by IKEA in 2017.

Today, Leah continues to build and back world-changing companies as Managing Director of Precedent.vc, General Partner at Fuel Capital, and founder of The Precedent Collective. Across her investing career, she’s supported more than 150 companies spanning consumer technology, marketplaces, hardware, education, and retail, including companies like Nanit, Pacaso, Our Place, Good Dog, and Upwards.

Before founding TaskRabbit, Leah began her career as a software engineer at IBM, where she worked on products like Lotus Notes and Domino, building the technical foundation that would later shape her journey as a founder and investor.

Leah is also a passionate advocate for diversity in technology and entrepreneurship, proudly representing her Latina heritage and speaking globally on topics like the future of work, innovation, and leadership.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Leah Solivan: @labunleashed

Breaking Precedent Podcast: https://www.breakingprecedent.com/

https://truthorlie.ai/

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

A serial entrepreneur and visionary leader known for pioneering new ways to connect creativity, technology, and human expression. Mariam is the Founder and Chairman of Minted, and now the Founder and CEO of Arcade, a platform that uses AI to help people communicate visually — transcending geographic and language barriers to connect creators, artisans, and consumers worldwide.

For Mariam, Arcade is a full-circle moment. Having grown up overseas exploring marketplaces and bazaars, she developed a lifelong love of handcrafted objects and the stories behind them. At Arcade, she’s bringing that passion to life — using technology to foster deeper human connection. By training models for makers like Christofle, Bitossi Ceramiche, Cabana, and Anastasio Home, as well as manufacturers around the world, Arcade empowers anyone to create meaningful, personal objects that reflect individual taste and creativity.

Before founding Arcade, Mariam built some of the Internet’s most influential creative brands over the past several decades. She founded and built Minted, the design marketplace that revolutionized the creator economy and became a several hundred million dollar business, and co-founded Eve.com, the very first online cosmetics retailer in the world, in 1998.

At the heart of her work is a belief that technology, when used thoughtfully, can bring meaning, beauty, and connection into people’s lives—as well as create meaningful income for others, such as the Minted artist community.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Mariam Naficy: @mnaficy

Arcade: arcade_ai

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

Marlon is the co-founder and managing general partner of MaC Venture Capital, a leading seed-stage firm backing visionary founders who are redefining industries and shaping the future. Under his leadership, MaC has grown into one of North America’s largest seed-stage venture firms, with over $600 million in assets under management.

He’s backed an incredible portfolio of companies including MongoDB, Gimlet Media, Thrive Market, Blavity, and Pipe—consistently identifying cultural and technological shifts before they hit the mainstream. His ability to spot transformative opportunities has earned him recognition on Business Insider’s Seed 100 and PitchBook’s top VCs to watch.

Before founding MaC Venture Capital, Marlon launched Cross Culture Ventures and served as an investment director at Intel Capital, developing a sharp lens on the intersection of culture, technology, and consumer behavior.

A former professional athlete, Marlon brings a leadership style rooted in discipline and long-term vision, and is deeply committed to expanding access in venture capital through his work with Kauffman Fellows.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Marlon Nichols @MarlonCNichols

MaC Ventures: MaCVentureCap

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

Paige is the CEO of All Raise, a nonprofit working to accelerate the success of women and non-binary venture capitalists and reshape the culture of the venture ecosystem. She previously served as All Raise’s Chief of Staff and Interim CEO before stepping into the role full time.

Before joining All Raise, Paige was the COO of Founder Gym, the largest online program training underrepresented founders on how to raise venture capital.

Her career spans public service, entrepreneurship, and community building. She started at Teach For America, later became Policy Director for Multnomah County in Oregon, and went on to found her own venture, ClientJoy. She also developed the TIE Young Entrepreneurs program and was a founding board member of XXcelerate, initiatives focused on helping the next generation of entrepreneurs and women founders succeed.

Paige has been featured in publications like Bloomberg, Forbes, Fortune, Entrepreneur, and TechCrunch, where she shares insights on venture capital, diversity in tech, and why building a more inclusive ecosystem is critical to innovation and long-term success.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Paige: @PaigeHBuckner

All Raise: @AllRaise

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

Rob is a serial entrepreneur, operator, and growth expert who’s spent his career building and scaling technology businesses that challenge outdated systems. He’s the founder of Snagged, where he helps entrepreneurs, startups, and established companies acquire premium domain names—and he’s also the co-founder of Ro, the digital health platform that’s transformed how millions of people access care and was last valued at $7 billion.

Before Ro, Rob was employee number seven and later VP of Growth at Bark, where he helped take the company from zero to a $100 million run rate and ultimately to the public markets as NYSE:BARK. Earlier in his career, he worked in healthcare consulting, helping hospitals transition to digital EMRs, and even founded and sold a daily deals company called What’s the Deal—a move that set the stage for his long-term focus on marketing, growth, and scaling consumer tech.

At Ro, Rob played a key role in building a vertically integrated digital clinic—combining telemedicine, pharmacy, and logistics—to make healthcare more accessible, stigma-free, and user-first. His work has helped redefine what modern healthcare can look like, especially in areas like men’s health, mental health, and chronic care.

Rob is a Penn State graduate and currently lives in New Jersey with his wife, two young kids, and his dog.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Rob Schutz: @rob

Snagged: @snagged

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Mayssa is the founder of BEHAVE Candy, the first low-sugar, clean-label candy designed not to spike blood sugar. Inspired by her love of sweets and her father’s diabetes, she set out to create a better alternative—partnering with chefs and food scientists to develop candy that delivers on taste while helping reduce sugar in the food system.

In addition to building BEHAVE, Mayssa is also the host of the ROCK BOTTOM podcast, and is a writer and speaker.

Before starting her company, she built her career across a range of well-known organizations, including the NFL, Uber, Daily Harvest, and SoulCycle.

And outside of all that, she also moonlights as a DJ.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Mayssa Chehata: @mayssa_c

@behavecandy

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Satya is the co-founding General Partner of Homebrew, a seed-stage venture capital firm based in San Francisco. Through Homebrew, Satya has backed some of the most impactful startups of the past decade, including Chime, Cruise, Finix, Gusto, Habi, Honor, Plaid, and Shield AI.

He’s also the co-founder of Screendoor, an investment platform designed to support emerging fund managers by pairing mentorship from experienced GPs with anchor capital from world-class institutional LPs.

Before becoming a venture capitalist, Satya served as VP of Product at Twitter, where he built and led the Product Management and User Services teams during a pivotal period of the company’s growth. Prior to that, he held venture and product roles across the tech ecosystem, including serving as a Partner at Battery Ventures and as a product management leader at Google.

Satya has been recognized on the Forbes Midas List Seed for his track record backing category-defining companies, particularly in fintech and AI. The U.S.-born son of Indian immigrants, he grew up in Las Vegas before building a career at the intersection of technology, product, and venture capital.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Satya Patel: @satyap

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Kipp is the Chief Marketing Officer of HubSpot, the #1 CRM platform for scaling companies, where he leads the company’s global marketing strategy—driving awareness, demand, and growth across one of the most influential software brands in the world.

Before stepping into the CMO role, Kipp served as Vice President of Marketing at HubSpot, overseeing worldwide demand generation, building out the EMEA and APAC marketing teams, and managing field marketing, localization, strategic partnerships, and social media. He’s helped shape how modern SaaS companies think about growth at scale.

Beyond HubSpot, Kipp is a trusted advisor to leading SaaS companies like SimplyMeasured, InsightSquared, and Guidebook. He’s also the co-author of The B2B Social Media Book, a playbook for marketers looking to generate real results through digital channels.

An industry-leading speaker, blogger, and marketing strategist, Kipp combines storytelling with data-driven execution—and has been at the forefront of how B2B marketing has evolved over the past decade.

This is going to be a masterclass in modern marketing.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Kipp Bodnar: @kippbodnar

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

HubSpot AEO Grader: https://www.hubspot.com/aeo-grader

Marketing Against The Grain Podcast: https://www.youtube.com/@MATGpod

Delian is a Partner at Founders Fund and the President and Co-Founder of Varda Space Industries, one of the most ambitious companies redefining what’s possible in space and manufacturing. Varda is pioneering the orbital economy by producing pharmaceuticals and advanced materials in microgravity—unlocking breakthroughs that simply can’t be achieved on Earth.

Before co-founding Varda, Delian earned a Thiel Fellowship while still an undergraduate, leaving MIT to move to Silicon Valley and build at the frontier of technology. Since then, he’s become a leading voice at the intersection of startups, deep tech, and national ambition.

Beyond venture and space manufacturing, Delian is also the co-creator of the Hill & Valley Forum, which brings together leaders from Washington and Silicon Valley to strengthen collaboration around technology, defense, and national security.

Born abroad and raised in Salt Lake City, Delian’s journey—from a young coder obsessed with space to backing and building category-defining companies—has been anything but conventional. Driven by intellectual curiosity and an appetite for hard problems, he’s helping shape the future of both industry and exploration.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Delian's Twitter: @zebulgar

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

In this week’s solo episode, Erica Wenger breaks down her powerful 7-step time management framework called “The Bucket Method.”

If you’ve ever felt overwhelmed, stretched too thin, or constantly busy but not actually productive, this episode is your reset. Erica walks through a simple, practical system for organizing your priorities, protecting your energy, and making sure what matters most actually gets done without burnout.

Clear, actionable, and easy to implement, this is a must-listen for founders, operators, and anyone serious about taking control of their time.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Rocketreach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo (formerly OpenPhone): Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

www.timenavi.com

Eric is the founder and writer behind Newcomer, which is a deeply reported newsletter on the inner workings of the startup industry. He’s widely regarded as one of the sharpest independent journalists and observers of power, money, and ambition in tech. He’s built Newcomer from a Substack newsletter into a must-read publication with over 100,000 subscribers.

After spending six years at Bloomberg, Eric took the leap in 2020 to build Newcomer full time - breaking stories that shape how founders, investors, and operators understand the startup world. From leaked slide decks at Coatue and Tiger Global to deeply reported interviews with top venture capitalists, his work consistently uncovers breaking news. 

Eric is also the host of the Newcomer Podcast, which launched with a debut episode featuring Reid Hoffman, and the co-creator of major tech events like the Cerebral Valley AI Summit, bringing together CEOs from Stability, Runway, Hugging Face, and leading partners from firms like Sequoia and Greylock.

Earlier in his career, Eric was the first employee at The Information, where he broke news including Amazon’s acquisition of Twitch. A Harvard graduate with a background in philosophy and a journalist’s instinct for truth, Eric has built a platform that founders and investors can’t afford to ignore.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@ericnewcomer

https://www.newcomer.co/

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Jason is the Editor in Chief of Entrepreneur Magazine, where he’s spent nearly a decade studying and telling the stories of the world’s most successful entrepreneurs. He’s also a startup advisor, keynote speaker, and a nonstop optimism machine.

He’s the author of the best-selling book Build For Tomorrow, host of the hit podcast Help Wanted with over one million monthly downloads, and the writer of the weekly newsletter One Thing Better, read by more than 70,000 leaders. LinkedIn has named him a Top Voice in Entrepreneurship.

Beyond media, Jason is the cofounder of CPG Fast Track, Chief Content Officer for the business community Uncharted, and a trusted advisor to startups. He’s delivered keynotes for global brands like Google, Microsoft, Pfizer, and Alibaba—helping teams turn adaptability into a competitive advantage.

And above all, Jason is a husband and proud father of two, bringing heart and clarity to everything he builds.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Jason Feifer: @heyfeifer

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Felix is an entrepreneur, investor, and media operator who began his career in podcasting back in 2019—recording interviews straight out of his freshman-year dorm room at UC Santa Barbara.

After transferring to Boston University, where he earned a dual degree in Business Law and Management, Felix spent his college years traveling the country interviewing everyone from high-growth founders and world champion athletes to creators, reality TV stars, and even figures from the criminal underworld.

Drawn early to entrepreneurship and venture, Felix knew a traditional career path wasn’t for him. After graduating, he went all-in on the podcast, which eventually led to the launch of Lynx, an events and tech company. While Lynx ultimately failed, it became one of his most formative experiences and clarified his desire to operate on the investor side of the table.

Around that time, Felix met his business partner Brett and joined Bulletpitch, where he became a partner focused on bringing creators onto cap tables and bridging the gap between venture capital and the creator economy. Today, Felix is helping build a next-generation venture platform—one that uses creator influence not just for deal flow, but as a core de-risking mechanism for early-stage companies.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Felix Levine

Older Hotter Wiser

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Terri is the founder of Type Capital, an early-stage venture firm focused on being the first check for ambitious founders at pre-seed and seed. Most recently, she was a partner at GV, where she made history as the firm’s youngest partner and its first-ever Black female partner, with a focus on digital consumer and emerging technology.

During her time at GV, Terri led and supported investments that went on to raise follow-on capital from top-tier firms and achieve meaningful exits, including the social app HAGS, which was acquired by Snapchat. She’s also an active angel investor and cofounder of an angel collective that has backed companies like Clubhouse.

Terri’s impact extends well beyond investing. She’s a Forbes 30 Under 30 awardee for Venture Capital, a three-time co-chair of Fortune Magazine’s Brainstorm Tech Conference, and a frequent speaker at institutions like Stanford GSB and Harvard Business School. Her work has been featured in publications including Vogue, Fortune, and TechCrunch.

Before venture, Terri began her career as an associate product manager at Twitter, studied computer science at NYU, and today serves on NYU’s Board of Trustees.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Terri Burns: @tcburning

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

In this week’s solo episode, host Erica Wenger breaks down 10 pieces of advice for ambitious twenty somethings! 

Drawing from her personal experiences in the business world, Erica covers topics like building a strong personal brand, making smart career choices, and other key strategies for growth and success.

Whether you’re just starting out or looking to level up, these insights will help you approach your professional journey with confidence and clarity.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Rocketreach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo (formerly OpenPhone): Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Shomik was an investor at Top Tier Capital, where he focused on growth-stage companies including CircleCI, Anaplan, Remitly, Shape Security, and Snyk. His path into venture was anything but traditional, with early experience spanning tech M&A, venture debt, a failed startup, and fixed income sales and trading.

Originally from New Jersey and a Pittsburgh alum, Shomik is an avid hiker, an aspiring guitarist—progress very much still in flight—and the proud dad of a one-and-a-half-year-old son who now takes up all of his spare time.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Shomik Ghosh: @shomikghosh21

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Haseeb is the Managing Partner at Dragonfly, a multibillion-dollar leading crypto VC firm, and is a longtime technology-focused crypto investor.

He was previously a General Partner at Metastable Capital (now acquired by Dragonfly). Earlier in his career, Haseeb founded a stablecoin startup, worked as a blockchain engineer at Earn.com (acquired by Coinbase), and served as an anti-fraud engineer at Airbnb. Before entering tech, he was among the top heads-up no-limit Hold’em poker players in the world, becoming a sponsored professional and self-made millionaire by age 19. He later authored a best-selling poker book, donated the bulk of his poker earnings—about half a million dollars—to charity, and pursued an earn-to-give path that led him into software engineering and eventually blockchain.

Haseeb has taught a Web3 Entrepreneurship course at UC Berkeley and is widely followed for his technical expertise in crypto. Today, he continues to write, invest, and contribute to the ecosystem while committing a third of his pre-tax income to charitable causes.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Haseeb Qureshi: @hosseeb

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Nic is the Co-Founder and Vice Chairman at Blockchain.com! He is responsible for bringing new adopters into the crypto ecosystem.

A fascination with tech, money and politics led Nic to become deeply passionate about helping people reinvent their relationship with money.

After an international upbringing, Nic worked as a teacher in India before becoming a founding team member at SaaS company PipelineCRM.com, where he focused on product development and management.

A trilingual communicator, Nic is the Founding Commissioner of the Blockchain Commission for Sustainable Development and co-author of The Future is Decentralised. Deeply passionate about entrepreneurship, Nic is also co-founder and chairman of SkysTheLimit.org, the leading non-profit digital business accelerator. Regularly cited in the global press as one of the earliest crypto industry experts, Nic was named the European Digital Leader of the year in 2015 and honored with a Professional Achievement Award in 2017 by his alma mater, the University of Puget Sound.

A proven leader, investor, public speaker, and brand ambassador, Nic focuses on designing performant cultures that persevere in adverse markets.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Nicolas Cary: @niccary

Sky's The Limit: https://www.skysthelimit.org/

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Paige is the Founding Partner of Behind Genius Ventures, an early-stage venture firm managing nearly $14 million in AUM. Behind Genius makes concentrated investments in pre-seed and seed-stage companies led by technical storytellers across applied AI, frontier tech, and what’s next.

A writer and former engineer, Paige first broke into venture capital in a truly unconventional way by writing a best-selling “children’s book for adults” about how venture capital works, Seed to Harvest. At the time, she was working as a Developer Success Engineer at WorkOS, a role she actually landed through Twitter!

Paige’s impact and storytelling have earned her widespread recognition: she was featured on the Forbes 30 Under 30 Cover in Venture Capital (2022), named a Rising SDSU Aztec Awardee, and most recently, inducted into the Rancho Bernardo High School Hall of Fame.

Originally from San Diego and now based in San Francisco, Paige continues to bring transparency, creativity, and heart to the world of venture through storytelling and curio

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Paige Finn Doherty: @paigedoherty

Behind Genius Substack: @behindgenius.substack.com

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Claire is the former COO of Stripe, where she played a critical role in scaling the company from 160 employees to more than 7,000 during its period of rapid global expansion. Before Stripe, she spent over a decade at Google, leading large international teams across multiple high-growth products and operations.

She now serves on the boards of HubSpot, The Atlantic, Aurora, and several other organizations, is an active angel investor, and is the bestselling author of Scaling People, widely regarded as a modern classic on leadership, management, and organizational design.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

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Claire Hughes Johnson: @chughesjohnson

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

In this week’s solo episode, host Erica Wenger breaks down 7 things she wishes every founder knew before raising their first check. The honest, unfiltered truths that can dramatically change the way you approach fundraising.

Drawing from the countless lessons she’s learned while raising for her own firm, Erica unpacks the realities behind investor conversations, what actually moves a deal forward, and the common mistakes first-time founders don’t even realize they’re making.

From understanding how investors really make decisions to setting expectations, building genuine momentum, and crafting a narrative that sticks, Erica shares the tactical learning nuggets she had to earn the hard way.

If you’re preparing for your first raise or simply want a clearer look at how fundraising really works behind the scenes. This episode is your grounded, practical guide to entering the capital-raising arena with confidence.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Rocketreach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo (formerly OpenPhone): Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Nikhil is Co-Founder & General Partner at Footwork, an early-stage focused venture firm in San Francisco. Footwork leads Seed and Series A rounds in companies with early signs of product-market fit, across both consumer technology and the consumerization of enterprise technology.

The firm was founded in 2021 and is investing its second fund, with $400M of AUM. Footwork’s portfolio companies include Elicit, Felt, GPTZero, Tracksuit, Watershed, and WindBorne. 

Nikhil was previously a Managing Director at Shasta Ventures, where he led the firm's investments in Athelas, Canva, ClassDojo, Color, Frame.io, Imperfect Foods, Lattice, and The Farmer's Dog. He started his career on the investing team at Insight Partners and on the founding team at Artsy. Nikhil graduated from Princeton University with a degree in molecular biology and finance.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

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Nikhil Basu Trivedi: x.com/nbt

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Jeff has spent his career at the intersection of startup experimentation and transformative technology. For over a decade, he has taught one of Harvard Business School’s most popular entrepreneurship courses, Launching Tech Ventures, where he's helped thousands of founders build and scale successful companies. 

As co-founder of Flybridge Capital Partners (a leading seed VC fund with over $1 billion under management), he and his partners were early to recognize AI’s potential to transform startups, evolving the firm’s investment thesis to focus exclusively on AI-forward companies and founders. 

Before his time as an educator and investor, Bussgang experienced the startup journey firsthand—joining Open Market’s early team and helping lead it through an IPO in 1996, and then co-founding Upromise in 2000, which was successfully acquired. 



This unique vantage point—as professor, investor, and startup executive—has given him an unmatched perspective on how AI is revolutionizing the startup landscape.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

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Jeff Bussgang

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

In this week’s solo episode, host Erica Wenger dives into Starting a VC Fund 101, breaking down the real reasons why you might want to start a fund, what it actually takes to launch one, and the lessons she’s learned from being in the trenches herself.

From structuring your first fund to navigating LP conversations and finding your unique edge, Erica shares insider tips and hard-earned insights that every aspiring fund manager should hear.

If you’ve ever thought about building your own VC fund or just want to understand how the process really works behind closed doors, this episode is your practical and honest guide to getting started in venture capital.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Rocketreach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo (formerly OpenPhone): Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

He’s also the founder of Vibe Capital, a $100M venture fund backing bold founders across the U.S., India, and beyond, and the creator of Silly Money, a fast-growing newsletter and community helping people beat the game of capitalism.

Before that, Ankur founded Teachable, the groundbreaking platform that empowered over 100,000 creators to turn their expertise into income—helping them earn over $1 billion and scaling Teachable to $60M in ARR before its nine-figure exit to Hotmart.

Ankur is passionate about helping founders and entrepreneurs not just make money, but keep it, through the right systems, strategy, and mindset for long-term freedom.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Ankur Nagpal: @ankurnagpal

sillymoney.com

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Amber is a British entrepreneur and investor based in San Francisco. She’s a Partner at Patron, an early-stage venture capital firm shaping the future of gaming and online communities, and the Founder of The Atherton Award, which honors young women pursuing careers in STEM and entrepreneurship.

A lifelong builder, Amber began coding as a kid in Hong Kong before founding Zyper, a Y Combinator–backed community software startup that used NLP and computer vision to connect creators and their top fans. Zyper was later acquired by Discord, where Amber led growth, launched new international markets, and spearheaded revenue initiatives.

Recognized by Forbes 30 Under 30 and Business Insider’s Rising Stars in VC, Amber continues to shape the future of community, technology, and venture.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Amber Atherton

The Rise Of Virtual Community Books

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Des is the Co-founder and Chief Strategy Officer of Intercom, the company behind Fin.ai, and he also sits on Intercom’s board of directors. Over the years, Des has led teams across Product, Marketing, Customer Support, and Content, playing a key role in shaping Intercom into one of the most influential customer communication platforms in the world. Today, he oversees Intercom’s R&D team, based in Dublin and London.

Before founding Intercom, Des was a UX consultant, a university lecturer in computer science, and a Ph.D. researcher focused on improving computer science education. He also previously co-founded Exceptional, a software company acquired by Rackspace.



Beyond his work at Intercom, Des is an author, speaker, and angel investor, sharing insights on startups, product strategy, and scaling companies through books, podcasts, and conferences. He’s also an investor in some of the most notable startups of our time — including Miro, Stripe, Notion, and Hopin.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Des Traynor: @destraynor

Fin AI: fin.ai

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Amanda Goetz is a 2x Founder, CEO and 4x CMO. She is an inspirational writer and content creator captivating millions of people every month through her social insights and newsletter “Life’s a Game”. 

Amanda graduated Summa Cum Laude from the University of Illinois at Urbana-Champaign and went on to lead marketing teams at Ernst & Young, The Knot and still advises as Fractional CMO to multiple startups. 

She started her last company, House of Wise, during the pandemic in her garage, raised two rounds of venture capital and sold it in 2022 all while homeschooling three young children as a single mom. She found love again and lives with her partner and 3 kiddos in Miami, FL after a decade dodging hustle culture in NYC.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Amanda Goetz: @theamandagoetz

https://www.amandagoetz.com/

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Rex is the Founder and Managing Partner of Daybreak, an early-stage venture capital firm based in New York. Daybreak is a first-check firm built on the belief that the companies shaping the future will be those improving the lives of the next generation.

Before starting Daybreak, Rex was a Partner at Index Ventures, where he invested in consumer technology and the creators building online communities. Beyond investing, Rex is also the writer behind Digital Native, a widely read weekly publication exploring the intersection of technology, culture, and the internet with over 70,000 readers each week.

With his unique perspective as both an investor and a storyteller of the digital age, he brings deep insight into how technology continues to shape how we live, work, and connect.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Rex Woodbury: @rex_woodbury

Daybreak: @daybreak_fund

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

In this week’s solo episode, host Erica Wenger shares her hot takes on venture capital the unspoken takes that many in the industry quietly know but rarely say out loud.

From fundraising dynamics to investor-founder relationships, Erica unpacks the realities that shape how VC really works behind the scenes beyond the headlines and polished pitch decks.

If you’ve ever wondered what people in venture really think (but don’t tweet), this episode is your insider look into the honest, unfiltered side of the industry.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Rocketreach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo (formerly OpenPhone): Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Avni is the CEO and Founder of Gen She, a media company and fund empowering a community of over 700,000 women across Instagram, TikTok, a newsletter, a podcast, and a job board. Through Gen She, Avni writes $50K–$100K checks into ventures that directly help their audience rise to the top 1%, driving real impact for the next generation of women leaders.

Before launching Gen She, Avni spent over four years in Big Tech as an engineer and product manager experience that now fuels her mission to unlock the potential of young women in entrepreneurship, tech, venture, and media.

Her work bridges empowerment and innovation creating pathways for women to lead in every corner of tech, venture, and media.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Avni Barman: @avnibarman_

Gen She: @gen.she

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

In this week’s solo episode, host Erica Wenger dives into why every founder should have a manifesto a clear, written declaration of what they stand for and where they’re headed.

Erica breaks down three key benefits of writing one and walks you through five actionable steps to get started. She also makes a compelling case for the power of thoughtful, long-form writing not just as a branding exercise, but as a way to sharpen conviction, attract alignment, and move your mission forward.

If you’ve been waiting for the “perfect moment” to write your manifesto — this is your sign to just start.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Rocketreach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo (formerly OpenPhone): Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Maya Bakhai is the founder of Spice Capital, a first-yes fund investing at pre-seed and seed. Maya's Fund II is a $25M Fund that will invest in ~40 companies with check sizes ranging from $250k-$750k. Spice Capital has over 50 companies in the portfolio including Beehiiv, MUBI, Prosper Health, Hype, Skej, and more.

In the last 8 years, Maya has backed 100+ founders.. Prior to starting Spice Capital in 2021, she ran venture investments for Kevin Durant at Thirty Five Ventures where she invested in multiple now-unicorns including: Hugging Face, Robinhood, Skydio, Mercury, Whoop, Rubrik, and Underdog Fantasy. She has a B.S. in Finance and Data Science from NYU. In 2023, she was recognized for her investing in Forbes 30 under 30's Venture Capital list.

Maya is based in NYC. Fun fact: In a past life, she produced a sold out off-broadway musical- “Aliens Coming”, a narrative podcast -“Illuminati Interns” and an award-winning web series called “Freelance”.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by RocketReach, Gusto, OpenPhone & Athena.

RocketReach: rocketreach.co/trailblazers

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Maya Bakhai: @MayaBakhai

Spice Capital: @spice_cap

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Katie is the Founder and General Partner of Moxxie Ventures. 

Katie is an investor, operator, board member, and proud mom of three kids and two “poorly-trained” dogs. She has built her career leading teams at Yahoo, Google, Twitter, and Color, and also served in the Obama White House and Clinton State Department.

As Founder and Managing Partner of Moxxie Ventures, Katie backs entrepreneurs tackling hard problems that improve life, work, and the planet. She was also a Founding Partner of #Angels and has invested in over 50 early-stage companies including Airtable, Coinbase, Cameo, Carta, and Modern Fertility.

Katie currently serves on the Boards of Vivendi and Yahoo and previously served on the Board of Time Inc. Her career has been defined by a commitment to brilliant people, bold ideas, and building a better future.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Gusto, OpenPhone & Athena.

Gusto: gusto.com/trailblazers

Quo: Quo.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Katie Stanton: @katies

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Ali is a writer, entrepreneur, and business strategist whose work lives at the intersection of brand building, storytelling, and sales. At just 24, she co-founded Bulletin, a retail technology company that reimagined how premium brands and retailers connect. Bulletin went on to be acquired by Emerald [NYSE:EEX], the largest B2B events company in the United States, in a $10 million deal.

Since then, Ali has helped founders and companies raise more than $20 million in venture funding, secure profitable exits, and close major sponsorship and partnership deals. She’s also the author of How to Build a Goddamn Empire, and her most recent fiction project, The Raise, which pushes the boundaries of traditional publishing by blending storytelling with cinematic, social, and direct-to-consumer elements to create an immersive brand experience.

Ali has been recognized as a Forbes ‘30 Under 30’ honoree and one of Fast Company’s ‘Most Creative People in Business,’ and her work has been featured in The New York Times, The Wall Street Journal, Entrepreneur, Refinery29, The Today Show, and more

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Gusto, OpenPhone & Athena.

Gusto: gusto.com/trailblazers

OpenPhone: openphone.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

Ali Kriegsman: @alikriegs

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

In our very first episode, our host, Erica Wenger sets the stage for what’s ahead redefining what it means to be a trailblazer and introducing the bold, unconventional voices you’ll hear on this show.

This is the starting point for conversations with contrarian tech leaders who challenge the norm, break barriers, and build in unexpected ways.

✨ This episode is presented by Brex.

Brex: brex.com/trailblazerspod

This episode is supported by Gusto, OpenPhone & Athena.

Gusto: gusto.com/trailblazers

OpenPhone: openphone.com/trailblazers

Athena: athenago.me/Erica-Wenger

Follow Us!

@thetrailblazerspod: Instagram, YouTube, TikTok

Erica Wenger: @erica_wenger

🐘 Learn more about Park Rangers Capital!

Join us as we reflect on some of the most memorable guests and standout moments from the season. Erica shares her takeaways, favorite conversations, and the wisdom we’ve gathered along the way. Plus, a sneak peek at what’s in store for Season 5!

Whether you’ve been with us since the beginning or just discovered the show, this episode is the perfect way to celebrate how far we’ve come and where we’re headed next!

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Mel started her career as a first grade teacher and journalist. A fateful interview with her running hero Joan Benoit Samuelson led to a long-shot interview for an entry level job at Nike. She spent 17 years there, where she led several businesses including Nike Women and Nike Skateboarding, and worked on the launch of the Nike Running and Training Club apps.

Mel started angel investing and advising early stage founders in 2017, and left Nike to co-found venture capital firm Next Ventures in 2019. There she's focused on innovative technology investments across health, wellness and sports in companies like Oura ring and Outside. She serves on the boards of Outdoor Afro and USA Cycling, and most weekend you can find her riding her mountain bike on the trails where she lives in Hood River Oregon.

Follow Us!

Melanie Strong: @girlstrong

Next Ventures: @nextventures

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Lauren Berson is an executive turned entrepreneur with 20 years of experience building brands, products, and communities across a diverse set of industries.

Lauren is the founder and CEO of Conceive, a digital health platform aiming to change fertility outcomes and experiences through community, evidence-based education, and coaching. Her focus on this problem and intention behind the company is deeply personal. She welcomed her daughter into the world after three challenging years filled with heartbreak, misinformation, and failed treatment. Conceive is the solution she wished she had. 

Prior to Conceive, Lauren was VP, Global Head of Strategy and M&A at WW (formerly Weight Watchers), a Senior Partner at Andreessen Horowitz (a16z), and Strategic Product Partnerships lead at Google. Lauren is an active angel investor and advisor. She also serves as a board member for the JCCA, a child welfare agency in NYC.

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Lauren Berson: @LaurenBerson

Conceive: @conceive

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this episode, Erica breaks down the big things that helped her build momentum early in her career—from actively absorbing information to putting herself in rooms with the right people.

Whether you're in business or not, the lessons shared here are widely applicable. Erica talks about the importance of staying curious, being proactive, and finding clarity in the midst of the uncertainty that often defines your 20s.

If you're figuring out what you want to do or how to make the most of where you are, this episode is filled with real, thoughtful takeaways to help you move forward with intention.

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Courtney is COO and Managing Partner at 500 Global, tasked with helping the firm scale globally and explore new opportunities across markets. She is responsible for operations across the team to pursue 500 Global’s mission of uplifting people and economies through entrepreneurship.

She is also on the advisory council of Harvard Kennedy School’s Mossavar-Rahmani Center for Business and Government supporting more effective interactions between the public and private sectors for the public good. Her ties to 500 Global go back to 2012, when she founded PublikDemand, a member of Batch 4 in 500’s Global Accelerator Program. She went on to become CEO of Agent Pronto, one of the largest real estate agent referral services in North America, which was ultimately acquired by Fidelity National Title Group.

Most recently, Courtney was the Head of Corporate Development at Keller Williams, the largest real estate franchise in the world. During her tenure, she established the company’s first corporate innovation program, and worked with Keller Capital to invest and acquire tech companies in the real estate space.

Courtney was named to the Forbes 30 Under 30 list in 2012, received the Twilio Doer Award in 2013, and became a Google Business Leader in 2015. She attended the University of Texas at Austin, where she studied French and Corporate Communication.

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Courtney Powell: @CourtneyPowell

500GlobalVC: @500GlobalVC

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

TJ has spent over a decade as an early stage consumer operator—most recently Employee #1 at Raya and founding team member at Dispo. His areas of focus has been GTM and Growth (product, marketing, and community led).

Currently, he is running consultancy and advisory company for consumer startups. Additionally, he’s serving as a Venture Scout for the consumer team at Headline (looking at early stage consumer tech companies). 

Follow Us!

TJ Taylor: @tjtaylr

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this episode, Erica breaks down the fundraising process beyond the typical advice, offering insights on how to approach investors, craft a compelling narrative, and stand out in a crowded market.

She challenges common misconceptions about fundraising and highlights creative strategies founders can use to secure capital—whether through unconventional networking, alternative funding sources, or leveraging unique market positioning.

If you're an early-stage founder navigating the fundraising landscape, this episode is packed with actionable insights to help you raise capital with confidence!

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

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Siqi is the founder and CEO of Runway, a next generation FP&A platform that makes finance actually understandable and accessible to the entire team.

As an operator and founder, he served as the CEO of Sandbox VR (a16z), VP of Product and Growth at Postmates (later acquired by Uber), CEO of Hey, Inc (Google-funded, acquired by Postmates), Head of Product at Zynga (IPO 2011) and CEO of Serious Business (funded by Lightspeed, acquired by Zynga). In addition to his operational roles, Siqi is an investor in nearly a hundred companies, including notable names like ElevenLabs, Amplitude, Pipe, and Mercury.

Prior to his entrepreneurial ventures, Siqi made significant contributions at NASA JPL, where he achieved the distinction of being the sole recipient of a Congressional Space Act award while still in school. This recognition was a result of his contributions to machine vision technology on the Mars Exploration Rovers.

Follow Us!

Siqi Chen: @blader

Runway: @runwayco

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Troy is the Co-founder of JUICE, a digital marketing agency credited by Facebook as being a top 1% agency with clients such as L’Oreal, Super Coffee, Solidcore & Bartstool Sports.

Prior to JUICE, Troy helped a bankrupt shoe company reach profitability, grew a Grammy-winning recording studio, created a viral media site called Make A Dare (featured on Dr. Phil), co-founded a media company with 1.7M visitors daily ($0 paid promotion), and created a viral Tumblr that was turned into a nationally sold book (published by Penguin, sold to FOX).

Troy also lead digital marketing for the largest HVAC company in the world ($4.2B annual sales), created a group of eCommerce stores grossing 7 figures of revenue, and was Head of Customer Acquisition at BuzzFeed. In 2021 Osinoff became a partner at Magic Fund, an early stage VC fund.

Follow Us!

Troy Osinoff: @yo

JUICE: /thinkjuice.com

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

On this episode Erica dives into her newest essay which challenges the traditional VC funding model. Getting off the Alphabet Train explores the shift away from traditional VC funding, where startups chase valuations through seed and Series rounds.

Instead, a new wave of “elephant” companies is prioritizing profitability, community-driven growth, and long-term sustainability over constant fundraising. The essay highlights how changing market conditions and new funding models are reshaping the startup landscape.

Read the essay here: Getting Off The Alphabet Train

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Jacqueline is a Principal at Decisive Point and leads the acceleration portfolio. Jacqueline graduated from the United States Naval Academy and led forward-deployed teams in the Naval Explosive Ordnance Disposal Community. She was responsible for training and building small teams for no-fail missions in the Middle East and Africa.

Prior to Decisive Point, she spent several years at J.P. Morgan working closely with founders and building out their early-stage Technology and Disruptive Commerce practice.

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Jacqueline Blackburn: @therealistjac

Decisive Point: @decisivepointvc

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

From timing it just right to crafting the perfect guest list. Erica shares insider tips on how to create an event that’s both high-value and high-impact. You’ll learn what makes a great tech gathering, how to foster meaningful conversations, and the key elements that separate a forgettable meetup from an exclusive must-attend experience.

Whether you’re planning your first event or looking to elevate your approach, this episode is packed with expert insights to help you curate a tech event that people will be talking about long after it’s over.

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Grace Clarke is the founder of GGC Consulting, redefining how brands grow by building community-powered flywheels, not funnels, growing brands like Graza, Madewell, Jones Road, Estee Lauder, Target, Google.

She is also the founder of GraceAI, a marketing strategy and calendar generator (basically an AI clone of her brain). She also runs the Gen Z Board of Directors, an insights network of young people, is an artist, and splits her time between New York and Paris.

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Grace Clarke: @graceclarke

GGC: grace-clark.com

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Eli has spent the last decade building and operating early-stage startups. He is particularly known for his work around the convergence of Customer Experience and Customer Retention at DTC brands such as Jones Road Beauty, OLIPOP, and many more. 

After years of building brands that put the customer first, he’s switched to the tech side to help build the future of Customer Retention at Yotpo.

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Eli Weiss: @eliweisss

Yotpo: @yotpo

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Brett is the founder of Bulletpitch. Bulletpitch is redefining venture through media. Their flagship product is a publication that highlights and performs high-level diligence on top-tier startups. The publication has become a staple for 1000s of investors and has helped companies raise millions of dollars by being featured. Bulletpitch also has an events arm, where they have hosted everything from intimate breakfasts, pitch events, and large gatherings of 500+. 

Brett is also the GP and syndicate lead for  Bulletpitch+, an investment syndicate, which offers deal-by-deal investment opportunities to hundreds of LPs.

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Brett Perlmutter: @brettperl

Bulletpitch: @bullet_pitch

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

At Eniac, they call Nihal the human Rolodex, thanks to the thousands of connections he has made with some of the world’s top companies and brands. He developed many of these connections (and scar tissue!) over the past 20+ years while founding five startups: Philly2nite -> UrbanGroove -> Chapter 7 bankruptcy; ipsh! -> acquired by Omnicom (NYSE: OMC); buzzd -> LocalResponse -> acquired by BlueCava.

Early in his career, Nihal honed his ability to spot top entrepreneurial talent by investing in Admob (acquired by Google), Swiftkey (acquired by Microsoft), Tapad (acquired by Telenor), Tala, and Uber, to name a few. Nihal and his wife are now angel investors and LPs in almost 100 underrepresented founders and fund managers.

Nihal is a co-founder of the non-profit “Project Ahimsa,” providing scholarships to disadvantaged youth in India, where his parents immigrated from in the early 1970s. Nihal also recently co-founded initiatives like Help Main Street to help restaurants survive the pandemic, and The 100k Pledge, a social justice tracker of economic empowerment to Black communities. You might catch him running down the Hudson River weekday mornings with founders and his #pitchandrun crew.

Outside of the office Nihal loves to spend time with his wife Reshma and is a big supporter of her non-profit Girls Who Code and her initiative “Moms First.” Around town, you will usually see him with his sons Shaan and Sai and beagle-bulldog Stanley. Nihal is the life of the party, which is why he always spearheads Eniac events.

Nihal graduated from the University of Pennsylvania with a BA in Philosophy and a BSE in Computer Science.

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Nihal Mehta: @nihalmehta

Eniac Ventures: @EniacVC

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this episode, she shares her personal process for year-end reflection, breaking it down into eight fool-proof buckets to help you identify what went well, what didn’t, and how to grow. From celebrating wins to recalibrating for the future, she provides actionable insights and tools to help you visioncast your best year yet.

Whether you're wrapping up the year or gearing up for 2025, this episode is packed with inspiration and practical steps to set your sights on 2025 with clarity and intention.

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Dennis is an experienced entrepreneur and founder, having co-founded LiveRecover, an SMS marketing company for Shopify merchants that scaled to thousands of users and drove over $100 million in additional revenue.

He also founded OrderBump, a Shopify app for upsells, which he quickly grew and sold within just 100 days.

Currently, Dennis is the co-founder of Vigilance, and Internet Research Unit.

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Dennis Hegstad: @dennishegstad

Internet Research Unit: @IRU_DCE

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Lisa Mayer is the co-founder & CEO of Boss Beauties, a next gen tech company backed by Serena Ventures, the $100M+ venture fund founded by world class athlete Serena Williams. Boss Beauties inspires & elevates the next generation of women & girls to be everything they want to be through technology, content, and education.

Boss Beauties was first born in emerging tech and they have had massive traction in the web3 space, launching multiple collections of digital collectibles that consumers have spent over $50M collecting and trading since 2021. They also partnered with Mattel & Barbie launching the first collection of digital collectibles celebrating the 250 careers Barbie has had since its inception. 

Lisa’s work has impacted thousands of high school and college-aged girls all over the world spanning across 15 countries and over 400 educational institutions. In addition to Barbie, Lisa has grown the brand to highlight & celebrate women through live events and global collaborations with partners that include Rolling Stone, Marvel, and the New York Stock Exchange and her work has been featured by Forbes, Fortune, and Apple.

Follow us!

Lisa Mayer: @lisacmayer

Boss Beauties: @BossBeauties

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Mac Reddin is the Founder and CEO of Commsor. At Commsor he's focused on building tools to enable companies to embrace Go-to-Network, a more sustainable way to grow compared to traditional direct Go to Market motions.

Prior to Commsor he bootstrapped and exited various businesses across gaming, fashion, and software.

Follow us!

Mac Reddin: TheTeaGuns

Commsor: @Commsor

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Ben has spent his life hopping between New York, Tel Aviv, and San Francisco. He is a builder, former founder, and community guy, always in multiple places at one time.

He was an early member of the Notion team, where he led community for nearly 5 years. He actively makes angel investments and advises a few select startups.

He’s helping world-class talent discover what’s next through next play.

Follow us!

Ben Lang: @benln

next play: @nextplayso

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Nik is the CEO of Sharma Brands, a strategic initiatives firm working with a wide range of brands to help grow and scale revenue across digital platforms.

Nik is one of AdWeek’s Young & Influential, Forbes 30 under 30, Business Insider's up and coming Investors to Watch, and an investor and advisor to some of the fastest-growing brands in commerce.

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Nik Sharma: @mrsharma

Sharma Brands: @sharmabrands

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Sieva is a founder of Enduring Ventures, a long-term holding company that buys wonderful businesses and holds them forever. Sieva is a lifelong entrepreneur who started Enduring Ventures with Xavier Helgesen, taking inspiration from Warren Buffett's Berkshire Hathaway model.

Together with investors, they own stakes in over 20 companies, including Somewhere.com, Scribe Media, and Abstract. Sieva is a founder of Enduring Ventures, a long-term holding company that buys wonderful businesses and holds them forever. Sieva is a lifelong entrepreneur who started Enduring Ventures with Xavier Helgesen, taking inspiration from Warren Buffett's Berkshire Hathaway model.

Together with investors, they own stakes in over 20 companies, including Somewhere.com, Scribe Media, and Abstract. 

Follow us!

Sieva Kozinsky: @sievakozinsky

Enduring Ventures: @enduring.ventures

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Liz Wessel is a Partner at First Round Capital, a pre-seed and seed venture fund, based in San Francisco. Prior to joining First Round, she was a Visiting Group Partner at Y Combinator, where she worked directly with over 110 early-stage startups. Liz has also been investing as an angel since 2016, backing over 60 startups, including Ramp, ScaleAI, Ro, Artera (fka WELL Health), FreeWill, Snackpass and others.

Before becoming a full-time investor, Liz was the co-founder and CEO of WayUp, an early-career recruitment platform used by over 7 million candidates and thousands of companies. She launched WayUp in 2014 and ran it for seven years — during which time she raised over $40 million in venture and was with the company as CEO through its M&A exit in 2021.

Prior to WayUp, Liz worked at Google as a product marketing manager. She graduated from the University of Pennsylvania with a Bachelor’s in Political Science, Mathematics and Japanese. 

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Liz Wessel: @lizwessel

First Round Capital: @firstround

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Casey is a youth trends expert and brand consultant. Formerly an editor at Teen Vogue, MTV, and New York Magazine.

She now writes After School, a trends newsletter read by 45,000+ people, and helps companies reach Gen Z.

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Casey Lewis: @caseymlewis

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

On this episode Erica dives into her newest essay which draws a parallel between the Ironman Triathlon and successful startups, focusing on the qualities that create strong, long-lasting brands.

Using the Ironman community as an example, Erica highlights how Elephants—those built on social attraction, mission-driven growth, and public transparency—foster deep loyalty through identity, community, and shared culture.

Read the essay here: Elephants in the Wild

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Jason Yeh is the Founder of Adamant, a fundraising strategy and investor relations firm dedicated to making capital raising less painful for founders and fund managers around the world.

As a formal and informal advisor to startups, he’s helped companies raise over $300MM in capital - first as an investor at Greycroft Partners and afterwards as a founder where he led multiple fundraises. His previous company Tape sold to Hustle in 2020.

Jason is a graduate of the University of Virginia and Harvard Business School.

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Jason Yeh: @jayyeh

Adamant: @adamantfounders

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

April Underwood is co-founder and Managing Director of Adverb Ventures, a venture capital firm investing in early-stage technology startups launched in 2023. In addition, April is a member of the boards of directors for Zillow Group and Eventbrite, and a co-founder of the #ANGELS angel investing collective through which she backed over 50 companies as an angel investor. 

April brings 20 years of experience building software to her role as an investor. Until 2019, April was the first Chief Product Officer at Slack Technologies, Inc, where she led Product, Platform, Design, and Research as the company scaled 10X to IPO-ready in less than 4 years. Prior to joining Slack in 2015, April was director of product at Twitter from 2010 to 2015 from through its IPO.

Previously, April has held product, partnerships, and engineering roles at Google, Travelocity, and Intel. April has also been a founder: in 2020, She founded Nearby, an e-commerce marketplace composed of local retailers backed by GV, Obvious Ventures, Redpoint, and many prominent operator angel investors, and her team was acquired by Twitter in 2021. 

April holds a B.B.A. in Management Information Systems and Business Honors from The University of Texas at Austin (2001), and an M.B.A. from The University of California at Berkeley (2007). 

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April Underwood: @aunder

Adverb Ventures: @adverbvc

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Andrew is a 4x founder with 3x exits, former CRO, and founder of Acquire.com. Gazdecki has been featured in The New York Times, Forbes Wall Street Journal, Inc. Magazine, and Entrepreneur Magazine, as well as prominent industry blogs such as Mashable, TechCrunch and VentureBeat.

Follow Us!

Andrew Gazdecki: @agazdecki

Acquire.com: @acquiredotcom

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Sara Mauskopf is the CEO and Co-founder of Winnie, a leading marketplace for daycare and preschool helping millions of parents across the United States. Parents use Winnie to discover high-quality local daycares and preschools and learn all about their programs including detailed descriptions, photos, tuition information, licensing status, availability data and more.

Child care providers use Winnie to get the tools and support to grow their business. Sara has a background in consumer technology and product management and is also a mom of 3 young children

Follow us!

Sara Mauskopf: @sm

Winnie: @winnie

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Steve is a Professional Transition Coach based in New York. He helps high performers navigate transitions with clarity and intention. He is the founder of Downshift, the world’s first decelerator for high performers in transition.

He is also the creator of Where the Road Bends, a newsletter exploring personal evolutions and life transitions. In addition to being a girl dad, this is my life’s work.

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Steve Schlafman: @schlaf

Downshift: downshift.me

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Prior to joining Haun Ventures as the Chief Marketing Officer, Rachael served as an Operating Partner at a16z crypto, where she led marketing and communications.

Previously, Rachael served as Vice President of Communications at Coinbase. Rachael has served as Communications Director at Google, Facebook, and Twitter, and as a Marketing & Communications Partner at Spark Capital.

Rachael began her career at Greer, Margolis, Mitchell, Burns & Associates, a communications firm that provides political consulting and issues management services.

Rachael holds a B.A. in Political Science from the University of Washington.

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Rachael Horwitz: @RachelRad

Haun: @HaunVentures

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this season opener, Erica sets the stage for what's to come—real conversations, inspiring stories, and the honest reflections that every twentysomething needs.

Get ready to dive into another season filled with wisdom, growth, and the occasional laugh as we navigate the ups and downs of this transformative decade together.

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

A bit about me (your host!)... I'm Erica Wenger, a twentysomething entrepreneur and investor, and I'm so grateful for this badass community of twentysomethings who are here to get knowledge and be inspired!

While the twenties can be a time full of questions and doubts, we’re here to humanize the whole thing. You’ll hear from successful trailblazers who come on to share the highs and lows of their 20s and on occasion, it’ll just be me on the mic hosting an episode where I share a recent reflection or story from my own life as I too am navigating this wild decade. Thank you for being here!

Follow us!

Erica: @erica_wenger

Email us!

deartwentysomethingpod@gmail.com

//

Royalty Free Music from Bensound

On this 100th episode of Dear Twentysomething, we look back on the 3 most popular solo and guest episodes of this season!

Stay tuned for Dear Twentysomething Season 4!

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Annie Reardon is co-founder and co-CEO of Ludo and leads marketing and sales for the company. Annie is a front-end engineer and has been building in the infrastructure and big data space for three years. Fascinated by technological infrastructure and future applications of blockchain, Annie is also passionate about making emerging technology more accessible, particularly for women and underrepresented communities.

Before founding Ludo, Annie worked as a front-end software engineer with JP Morgan Chase, and previously worked at Influenster. To date, Ludo has raised millions to further the development and expansion of its software. Annie has also been recognized on Crain's 20 in Their Twenties list and Forbes 30 Under 30.

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Annie Reardon: @annielouuuu

Ludo: @ludo

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

On this episode Erica dives into the formula to know if your company has "elephant DNA". She goes through the concept of Elephant startups characterized by their transformation of customers into members and the cultivation of communities, examining the primary drivers of these companies, particularly their community-driven nature.

Read the essay here: ELEPHANT DNA

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

When a love affair with candy devolved into an unhealthy relationship with food, Tara became inspired by a conversation with her grandmother about the detrimental effects of sugar. She soon dropped out of college to fulfill her dream: to create the future of candy. 

SmartSweets can now be found in 160,000 stores across the USA & Canada, with partners including Target, Kroger, and Costco. Scaling SmartSweets to be the fastest growing CPG brand founded by a solo female founder in Canadian history, she landed a $360M majority acquisition by TPG capital 4 years after launching the company from her basement.

As a leader, Tara is wildly passionate about empowering the next generation of entrepreneurs and believes their big impact-driven visions are needed more than ever before in the world, leading her to create a first-of-its-kind initiative- Bold Beginnings. In addition to fostering connection and tailored support to entrepreneurs with big visions, Tara is working to normalize the feelings of self-doubt, imposter syndrome, and insecurities that all entrepreneurs face, while putting funds back into the ecosystem supporting women entrepreneurs to bring their visions and companies to scale.

Publicly, Tara has been recognized for how she beat the statistics of women in entrepreneurship not only by being a solo founder, but maintaining ownership of her brand, keeping gender parity on her board and scaling a team that has always been 80% female-identifying.

She is the recipient of several entrepreneurial awards, including being named Canada’s Most Powerful Women Top 100 Award, Forbes 30 under 30, Peter Thiel Fellow, and EY Emerging Entrepreneur of the Year.

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Tara Bosch: @tarabosch

Smart Sweets: @SmartSweets

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Niven McCall-Mazza is Editor-in-Chief of theSkimm, overseeing its news, money, wellness, audio, and video teams. Under her leadership, theSkimm has helped its 12 million+ audience stay up-to-date on current events, focusing on how they specifically affect women's lives, health, and financial security. She has scaled the company's editorial team and products, expanded its DEI efforts, and spearheaded its 2018 midterm election campaign – which activated 200,000 people to vote. 

Prior to joining theSkimm, McCall-Mazza was a Senior Editor at NBC News, managing the company's breaking news coverage across all platforms. At NBC, she earned an Emmy nomination for her work covering the San Bernardino shooting and an Emmy win for coverage of the 2014 MH17 plane crash. 

In addition to her role at theSkimm, McCall-Mazza is on the Board of Advisors for Grace Farms Foods, which uses food to foster good in the world. She was also featured on GV's 2021 Impact List as one of 25 women making a difference in their company's culture and success.

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Niven McCall-Mazza: @nivenmccallmazza

theSkimm: @theSkimm

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Kimmy Scotti is co-founder and CEO of skincare company Fig.1, and founding partner at venture capital fund, 8VC. As an investor, serial entrepreneur and mother of twin boys, Kimmy’s endeavors are multifaceted. As a founding partner at 8VC, a technology and life sciences investment firm, Kimmy invests in category-disrupting brands at the intersection of healthcare and consumer. She has invested in category defining companies including Blink Health, Maven, Oula, Hill House Home and Seed.

Guided by her deep obsession with the beauty market, Kimmy co-founded Fig.1 in 2021 with a board-certified Harvard dermatologist to create a science-backed, sustainably-driven skincare line. Under Kimmy's leadership, Fig.1 grew its footprint beyond direct-to-consumer to over 3,000 retail, spa and dermatologist locations, along with category expansion into performance body care in 2023.

Kimmy's start as an entrepreneur came at the age of 15 when she landed her personal jewelry line at Bloomingdale's and a feature on Project Runway. After graduating from the Fashion Institute of Technology, she served as the Executive Director of Business Development & Operations at a New York Family Office, where she incubated and invested in many businesses including a multi-billion dollar healthcare platform that helped over 10 million individuals access affordable prescriptions.

In addition to her current work with 8VC and Fig.1, Kimmy currently serves on the Board of Directors for JewBelong, the Board of Directors for Breakout Foundation, and on the Senior Advisory Committee to Cornell Tech at Cornell University. She is an active supporter of various charitable initiatives including women’s reproductive rights, maternal health and antisemitism

Follow Us!

Kimmy Scotti: @kimmyscotti

8VC: @8VC

Fig.1 Beauty: @fig1co

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

On this episode Erica shares her 2 cents on what people get wrong about fundraising and Venture Capital. Erica delves into the common misconceptions that often mislead aspiring entrepreneurs and offers valuable insights to demystify the world of fundraising, and hopefully help you get ready to navigate the intricacies of VC and fundraising with confidence!

For anyone having doubts and fears about becoming an investor or wanting to break into VC, this episode is for you!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

B. is an award-winning product strategist, podcast host, startup advisor and investor, executive coach, and a respected thought leader in agile technologies. B.’s fierce drive to promote diversity in tech and impact authentic change continues to define their work and life outside of their work. B. is a proud graduate of Northwestern University with a focus on history and an MBA and master of information systems from Robert Morris University. B. gives back to various organizations by being the Vice Chair & Secretary on the Board of Directors at Howard Brown Health, one of the top 3 largest LGBTQ community health centers in the country, Vice President & Secretary on the Board of Directors at the YWCA of Metropolitan Chicago, and Board of Directors of both the Northwestern Alumni Association and Outfest. In 2022, B. Was honored as one of the Queer 50 from Fast Company, 35 Hero Advocate Executives by Involve People and Yahoo Finance UK, and a finalist for 2022 LGBTQNation heroes of the year.

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B. Pagels-Minor: @bpagelsminor

DVRGNT Ventures: @dvrgntventures

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Mike is co-founder and managing director of Science, a Los Angeles-based multi-asset investment firm partnering with and investing in disruptive consumer technology companies in traditional venture equity and blockchain investments. As a serial entrepreneur, Mike has built, invested in and been on the board of consumer tech companies like Dollar Shave Club, Liquid Death, and PlayVS. Science’s blockchain practice has invested in Web3 startups such as Dapper Labs, RealBlocks and Protego Trust, which is one of just three banks to have OCC approval to hold custody of digital assets.

Before Science, Mike was the CEO of MySpace, and he has advised the founders of Snapchat and TikTok. His experience and expertise in both large and small companies focuses on strategy, growth, and operational efficiency, and has resulted in over $2B in exits. Mike started his first company in college and continues to build new companies within his firm Science Inc. He currently lives in Aspen, Colorado with his wife and two kids.

Follow Us!

Mike Jones: @mjones

Science Inc: website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Over the last decade, Brian has helped build Lyft, Zoox, On Deck, and BlackBird past a combined market cap of over $5B, and helped raise $500M. In 2019, he decided to try something new. He decided to shift his focus from building businesses to investing in them. He teamed up with Ann Miura-Ko to start Uplyft (Lyft alumni syndicate) and it started with 300+ of Lyft’s earliest employees who have invested over $30M+ together. He soon found myself becoming the go-to "alumni syndicate guy” and helped Airbnb, Stripe, Pinterest, DoorDash, and many others get their alumni syndicates off the ground.

After opening up the Lyft alumni syndicate to the public (any accredited investor can join, regardless of affiliation with Lyft), he started to notice a trend. There were folks from all over the world, all professional backgrounds, who were investing alongside them. These folks didn't have access to a network, the knowledge, and the guidance that he was lucky to have.

So, in October 2020, less than a year into the pandemic, he quit his job and joined Hustle Fund – his favorite early-stage VC – to build Angel Squad. The results were pretty phenomenal. In 2.5 years, 1,400+ people joined Angel Squad, and as a group, they have invested $21M+ in 50+ startups. They have reporters, scientists, founders, and students from all over the world in their community.

Follow Us!

Brian Nichols: @b_nicks11

Read Hustle Fund's Angel Investing Starter Kit HERE

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Gina Bianchini is the Founder & CEO of Mighty Networks. Her mission at Mighty Networks is to usher in a new era of digital businesses built on network effects. Mighty Networks serves small and medium businesses that offer digital memberships, online courses, community, and subscriptions–all offered in one place under their brand, instantly available on every platform.

Before Mighty Networks, Gina and Netscape co-founder Marc Andreessen launched Ning, a pioneering global platform for creating niche social networks. Under her leadership, Ning grew to ~100 million people in 300,000 active social networks across subcultures, professional networks, entertainment, politics, and education. It was sold for $150M in 2010.

In addition to Mighty Networks, Gina serves as a board director of TEGNA (NYSE: TGNA), a $2.7 billion dollar broadcast and digital media company, and served as a board director of Scripps Networks (NASDAQ: SNI), a $14.6 billion dollar public company which owned HGTV, The Food Network, and The Travel Channel that was purchased by Discovery Communications in 2018.

Gina and Mighty Networks have been featured in Wall Street Journal, Fast Company, Wired, Vanity Fair, Bloomberg, and The New York Times. She has appeared on Charlie Rose, CNBC, and CNN. She grew up in Cupertino, California, graduated with honors from Stanford University, started her career in the nascent High Technology Group at Goldman, Sachs & Co., and received her M.B.A from Stanford Business School.

Follow Us!

Gina Bianchini: @ginab

Mighty Networks: @mightynetworks

Buy her book Purpose: Design a Community and Change Your Life---A Step-by-Step Guide to Finding Your Purpose and Making It Matter HERE

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Robbie Kellman Baxter helps companies leverage subscription pricing, digital communities, and freemium models to build deeper relationships with customers. Over the past 21 years, she has worked with over 100 organizations in over 20 industries like the National Basketball Association, Hagerty, The Wall Street Journal, Microsoft, and Ingram Micro. 

As a keynote speaker, she has presented globally at major conferences, association meetings, trade shows and elite universities as well as to private audiences at many of the world's most well-known companies. She hosts the podcast, “Subscription Stories,” where she sits down with business leaders to discuss how they’re using subscription pricing and membership models to redefine the biggest industries and generate predictable recurring revenue. Robbie has also developed and taught nine video courses for LinkedIn Learning on business topics ranging from innovation to customer success and membership.

Her first book, “The Membership Economy: Find Your Superusers, Master the Forever Transaction & Build Recurring Revenue,” anticipated and defined the massive transformation from ownership to membership and the rise of subscription pricing. It was named a top 10 marketing book of all time by BookAuthority. Her second book, “The Forever Transaction,” takes readers through every step of the subscription business process – from initial start-up or testing of a new model to scaling the operation for long-term growth and sustainability. Prior to launching Peninsula Strategies, Robbie was a strategy consultant at Booz-Allen & Hamilton, a New York City Urban Fellow, and a Silicon Valley product marketer. She received her MBA from the Stanford Graduate School of Business and graduated with honors from Harvard College. 

Twentysomethings, tune in now for a jam-packed chat on all things membership economy.

Follow Us!

Robbie Kellman Baxter: @robbiebax

Buy The Membership Economy here

Buy The Forever Transaction here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Lee Anne has been an executive at various consumer companies and has launched numerous new products and businesses in her career. She’s passionate about helping companies grow revenue in a profitable, thoughtful, and aggressive way.

Currently, Lee Anne Grant manages the sales and marketing team at Babylist, the leading vertical marketplace and commerce destination for baby- responsible for driving profitable revenue through community growth, partnerships, and the development of new products. (Babylist is now driving purchases for over 9M people each year.) She uses her extensive experience in performance and brand marketing to optimize an eight-figure marketing budget with content and brand strategies that support an industry-leading NPS score. A true sleeping giant, Babylist has built a nearly $300M business around baby registries, transforming from a simple baby registry website to a multi-faceted marketplace encompassing e-commerce, content creation, and healthcare resources for the entire family graph.

Her greatest passion lies in helping people feel good. She prides herself on being a wellness enthusiast: She’s completed an Ironman and 4 marathons and is a certified yoga instructor and trans-Tahoe swimmer.

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Lee Anne Grant: Linkedin here

Babylist: website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Robbie Crabtree spent the first seven years of his career as a trial lawyer in Dallas, TX where he tried 102 jury trials. He specialized in violent felonies like robberies and murders before moving into the special crimes unit focused on child abuse cases. During his 16 months in that unit he tried cases of child sexual abuse, child physical abuse, and child death cases. After 7 years as a trial lawyer, he left the legal world behind to work in the tech industry. He first founded an edtech startup around public speaking for tech company executives and leadership that was acquired by On Deck at the end of 2020. Since that acquisition he’s founded Competitive Storytelling and turned it into the premier storytelling practice for founders, CEOs, and other leaders inside of the tech and venture capital world. Over the past 2 years, Robbie has trained thousands of these leaders from startups all the way to large public companies to help them become world-class storytellers.

Founders and CEOs that he’s privately coached have raised over $575 million dollars and been backed by the biggest venture capital funds in the world. His approach to storytelling and fundraising comes directly from his experience as a trial lawyer which is why he’s regularly asked to speak across the world on the subject. He’s spoken at Stanford University multiple times where he’s addressed the funding gap for minority and female founders while providing a roadmap for how capital allocators and founders can change that dynamic. Robbie is also the author of the upcoming book titled Competitive Storytelling: Raise Capital, Win Influence, and Shape the Future.

Twentysomethings, tune in now for a jam-packed chat on all things fundraising.

Follow Us!

Robbie Crabtree: @robbiecrab

Competitive Storytelling: website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

On this episode Erica talks through why someone would want to break into the industry, what types of people would thrive and in what roles (hint: pretty much anyone can find their place!), and my miscellaneous tips for someone who has that as a future goal. I share the behind-the-scenes on how I did it (working for a fund and then starting my own) and all the other ways you can get exposure to the industry before officially taking a full-time job.

For anyone thinking about becoming an investor or wanting to break into VC, this episode is for you!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Ali Partovi is CEO of Neo, a diverse community of tech veterans coming together to invest in the leaders of tomorrow. Neo identifies awesome undergrads, connects them with other community members, and invests in companies they start or join. Ali was born in Tehran and lived through the Iran-Iraq war. He studied CS at Harvard. His first startup, LinkExchange, was acquired in 1998. He has backed Airbnb, Dropbox, Facebook, & Uber. He co-founded Code.org to promote CS education. Ali is passionate about sustainable food and loves climbing, guitar, puzzles, and family.

Ali is a legend in the Silicon Valley ecosystem who started building businesses at a very young age. He gives fascinating advice in this episode for very entrepreneurial individuals and very technical individuals on how they should approach their early career decisions. Lots of gems in this one. Enjoy!

Follow Us!

Ali Partovi: @apartovi

Neo: @neo

Code.org: website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Lauren Makler is the Co-founder and CEO of Cofertility. Her winding road of a fertility journey led her to believe that everyone should have the opportunity to freeze their eggs –and that the egg donation experience should be made more positive and human-centered for everyone involved. Lauren also founded Uber Health, a product that enables healthcare organizations to leverage Uber’s driver network to improve healthcare outcomes through patient transportation and delivery. Under her leadership, the business helped millions of patients get to the care they needed. Prior to that, Lauren helped launch Uber’s core business throughout the east coast and led the company’s first experiments in healthcare, national on demand flu shot campaigns. She lives in Los Angeles with her husband and their miracle baby girl.

In this explained episode, Erica and Lauren chat through all the myths and facts around egg freezing, so for any twentysomething who wants to take control of their life... this episode is for you. It'll hopefully give you the information you need to make the right choices for YOU. Lauren also talks through what a more human-centered approach looks like in the fertility space and her personal story that started it all.

Twentysomethings, listen now for an hour of inspiration with Lauren Makler!

Follow Us!

Lauren Makler: @laurenmakler

Cofertility: @cofertility

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

It's a tough decision to leave comfort (family, friends, amazing apartment, great weather), but after lots of consideration, it was time to make the leap. The tech scene in NYC these days is buzzing and for those of you looking to be in the heart of the energy, a move may be in store.

On this episode Erica talks through the rationale behind her decision and what she's most excited about when she gets to NYC. For anyone thinking about making the move to NYC or another city based on your current priorities, this episode is for you!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Jenna Birch is the founder of Sisu Brand & PR, a communications consultancy serving both venture capital firms and startups. She has previously worked as the VP, Narrative & Communications at NFX, as well as the Head of Content & Communications at Forerunner, crafting inventive marketing and PR strategies for both firms. In those roles, she's also worked with startups across sectors like consumer, enterprise, SaaS, bio, digital health, travel, crypto, fintech/e-commerce, and more. Prior to working in-house at VC firms, she was a longtime journalist and published author (THE LOVE GAP, Grand Central Publishing, 2018).

In this explained episode, Erica and Jenna talk about Jenna's windy journey from being a freelance journalist to writing a dating book to uncovering her passion for storytelling which landed her in the world of venture capital. Jenna has since left venture capital and kickstarted her own firm to support mostly female founders and fund managers with everything PR related. She's a wealth of knowledge and we're so glad she shared her time with us!

Twentysomethings, listen now for an hour of inspiration with Jenna Birch!

Follow Us!

Jenna Birch: @jennabirch

Email Jenna at: jenna@sisubrandpr.com

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this episode, Miri and Erica talk about how they each define creativity and how Miri's business, Landing, was created to help members find their inner creative voice. She shares the origin stories of the business (originally was targeting interior designers!) and what it's been like to scale their community and uncover trends before the rest of the world sees them (ex. tomato girl summer, which you can learn about in the episode)!

Miri Buckland is the COO and co-founder of LANDING, an online social commerce platform that allows users to tap into daily creativity, discover collective inspiration, deliver authentic expression, and nurture meaningful connections. 

As someone who discovered her identity as a 'creative' later in life, Miri is on a mission to empower everyone to be and feel creative. Together with her team, she is developing LANDING’s platform to ignite creativity across its growing +200k global LANDING VERSE community.

Landing is backed by leading investors including Cowboy Ventures, Defy VC, DreamMachine Ventures, and Progression Fund. By trade, Miri is a marketer, community builder and consumer tech operator. Prior to co-founding LANDING, Miri held roles at Sky TV in London and in venture capital in San Francisco. Miri was a 2022 Forbes 30 under 30 recipient and a Graduate of Stanford University School of Business.

Follow Us!

Miri Buckland: @miribuckland

LANDING: @landing__space, website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

She shares why every VC (and even founder too!) should craft a thoughtful long-form foundational essay with a unique, clear point of view. It's not easy to be differentiated in an industry with so many businesses and so many funds, so it's essential to craft your own terminology and stand out from the crowd. Erica walks through the process of writing the essay with an amazing collaborator and her plans for the future of writing content.

For anyone going out to fundraise (whether they're a VC or a founder) or anyone looking to kickstart their investing career as an angel or LP, this episode is for you!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this episode, Christie and Erica talk about the maternal health crisis that's facing the United States and is significantly worse among POC. Christie has taken this passion and kickstarted an ops role at the startup Mahmee and co-founded VCs for Repro to build a coalition of VCs who are united to support access to abortion. She's a wealth of knowledge on the topic and was open about her journey into the tech world.

Christie Pitts is VP of Operations at Mahmee, a maternal healthcare company on a mission to make the US the best place in the world to give birth. She co-founded the VCs for Repro initiative, focused on the intersection of the economy and reproductive justice, and hosts the Moms at Work liveshow to build community, raise awareness, and advocate for better experiences for working moms.

She is also an experienced early-stage investor formerly at Backstage Capital having invested in more than 200 companies led by underrepresented (women, people of color, and LGBTQ) founders. Christie led company sourcing, diligence, portfolio management, and investor relations for the firm. Additionally, Christie led the launch of the first global accelerator for underrepresented founders. Backstage Capital’s Accelerator operated in London, Los Angeles, Philadelphia, and Detroit.

Christie is a high-achieving mom, and hosts the live show Moms at Work, where she speaks on a weekly basis with people who are achieving amazing things while raising amazing humans. Christie is motivated by representation, and is dedicated to amplifying unheard stories in her work.

Follow Us!

Christie Pitts: @imchristiepitts

Mahmee: @joinmahmee, website here

VCs for Repro: @VCsforrepro, website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this episode, Steph and Erica talk about how Steph was an inventor/entrepreneur from a VERY early age (shoutout to her school system for encouraging it!) and why she accidentally fell into being a founder after starting a community-based fund at business school. She has an amazing story and she's just getting started!

Steph is the founder of PIN (Power in Numbers), a VC-backed company that enables communities of people (including people from Stanford, YC, Coinbase, and more) to invest in startups together. She's passionate about enabling more people to become founders and startup investors by increasing access and education with PIN. She was formerly on the venture capital investing team at NEA and helped invest over $150M. She studied at Stanford GSB for her MBA and at UChicago for her BA in Economics. 

Follow Us!

Steph Mui: @stephmui

PIN: @getpinxyz, website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Robbie Shattuck is the Founder & CEO of ATHOS Private Wealth, a multi-family office and premier financial services community for innovative venture-backed early-stage founders. ATHOS guides entrepreneurs and venture investors through the multiple stages of building their family offices by advising on estate planning, financial management, and other personal financial needs well before others are willing to work with them.

Robbie is an active private investor, managing four hybrid venture funds and investing in dozens of venture funds, companies, real estate projects, web3 businesses, and private credit funds per year. Prior to founding ATHOS, Robbie was an early employee at ICONIQ Capital, an $80 billion+ multi-family office for the tech elite. Robbie managed $2 billion in assets and oversaw more than $20 billion in net worth for over a dozen family offices for some of the most influential minds of our lifetime. In Robbie’s career he has worked with the founders and CEOs of Twitter and Dropbox and helped guide them through some of their largest financial decisions.

Before that, Robbie cut his teeth in his investment career at J.P. Morgan Private Bank. He graduated from Brigham Young University in Provo, Utah with a Bachelors Degree in Actuarial Science, and Minors in Business Management and Portuguese. Robbie’s greatest joys in life are spending time with his wife and three daughters and spending time outdoors, away from screens.

In this episode, Robbie and Erica talk about Robbie's windy journey from a small town in NorCal to the wild world of managing money for billionaires. Robbie is open about the the mysterious world of family offices and tells us all the details behind why he decided to take the plunge and start his own multi-family office. So refreshing to hear from an investor who doubles as a founder! Enjoy!

Follow Us!

Robbie Shattuck: LinkedIn

ATHOS Wealth website: here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Dr. Catherine Chang, a board-certified facial plastic and reconstructive surgeon and craniofacial specialist, takes an uncommon approach to cosmetic surgery, combining artistry with technical expertise to produce the most natural, harmonious results. In her private practice at Privé Beverly Hills, Dr. Chang describes her work as “surgery that doesn’t look surgical.” She hides incisions to make them undetectable to the naked eye. She is a powerful female surgeon with an incredible roster of clients in an industry filled with men. In March 2023, Dr. Chang launched NakedBeauty MD with the debut product; Damask Rose Revitalizing Eye Masks, developed from her patients' need for a post-procedure regiment that would help heal the skin effectively. Since launch the eye masks have become a beauty authority favorite being used by names such as Hung Vanngo while working with Cara Delevingne during the 2023 Oscars. Dr. Chang earned degrees from Columbia University, the University of Pennsylvania, and Harvard Medical School. She is also a student of art history, a concert pianist who performed at Carnegie Hall, and a competitive tennis player.

In this episode, Dr. Chang and Erica talk about how she pivoted into the world of plastic surgery, what it's been like to grow two businesses - her own practice and her beauty line, and how the world of plastic surgery and beauty are interconnected. They also coincidentally recorded this episode on the same day Erica's sister was taking her medical boards in hopes of becoming a plastic surgeon herself, so good vibes were sent to her sister Danielle throughout!

Twentysomethings, listen now for an hour of thought-provoking chats about becoming a physician with the inspiring, Dr. Catherine Chang!

Follow Us!

Dr. Catherine Chang Instagram: @catchangmd

Privé Beverly Hills website: here

NakedBeautyMD Instagram: @nakedbeautymd

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

It's hard to keep track of your personal and business contacts when you're meeting so many new people all the time. That's where a CRM comes in handy! You can keep track of all contacts with detailed notes, to do items, and all synced up with email, calendars, social platforms, and more.

On this episode Erica offers the detailed walkthrough of how she uses her CRM platform, Close. For anyone kickstarting a fundraising process or just wanting to get a better handle on their contacts, this episode is for you!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Shereene is unlike her peers. In a time when top-name dermatologists have signed on as corporate-brand figureheads, joining in on false marketing hype to appear relevant, Dr. Idriss has become a household name for doing just the opposite. She rose to organic fame through her #PillowtalkDerm series on Instagram, Tiktok, and YouTube for candidly speaking about skincare, sharing the science-based truth behind it all. In doing so, she amassed a following of 1 million+ “skin nerds” across IG, YT and TT, who called on her to create her very own skincare line minus any of the B.S. and with that, PillowtalkDerm was born. 

In this episode, the talk about what led to the start of Shereene’s world of dermatology. The two uncover stories from studying days, her journey to Tiktok, and the jumpstart that fueled her entrepreneurial approach to skincare! Conversations on challenges, choices, and determination are just the beginning…

Twentysomethings, listen now for an hour of pure entrepreneurial spirit with the incredible, Dr. Shereene Idriss!

Follow Us!

Shereene Idriss Instagram: @shereeneidriss

Shereene Idriss Tiktok: @shereeneidriss & @pillowtalkderm

Shereene Idriss Youtube: @pillowtalkderm

PillowtalkDerm: website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Brooke is the Founder & CEO of Edge, a consumer health tech startup on a mission to help you cut back or quit drinking. Through her experience in tech sales and 2+ year sobriety journey, she's helped coach dozens of people to abstain from drinking. Now she's building a team to productize her learnings and using technology to allow you to track your Blood Alcohol Content in realtime to tell a fuller picture of your drinking consumption and patterns. 

Edge is in stealth, currently raising their first round and you're getting a sneak peek into her background as the Founder and insight into the future of drinking. Brooke shares content around her sobriety journey online and has built a community and following around her mission.

In this explained episode, the pair dive deep into the experiences that led to the formation of Edge, highlighting personal challenges as well as obstacles in business. This week we’re bringing you a story of inspiration and a business idea made reality, centered in service. 

Twentysomethings, listen now for an hour of inspiration with Brooke LeBlanc!

Follow Us!

Brooke LeBlanc: @mbrookeleblanc

Edge: @joinedgeapp

Brooke's viral essay: HERE

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

While we hear Broadway praise all the time, what exactly is it all about? Broadway is a boulevard of famous theaters where people from all over the world travel to experience the 'pinnacle of theatrical artistry'. It is a luxury of an experience and our host is here to share all about it!

On this episode Erica offers an inside scoop into her recent Broadway experience, sharing favorite moments, reflections, and suggestions. Twentysomethings, listen now for an hour of inspiration for your next trip to NY with our host, Erica Wenger!

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Lindsay is the childhood best friend of our host, Erica! We're bringing you a special and heartfelt episode this week as the two talk all about 'female friendships.' Conversations of overcoming obstacles, sustainability, and shared memories are just the beginning.

Twentysomethings, listen now for an hour of friendship and tips for women in their twenties who are aiming to maintain friendships for a lifetime with our host, Erica Wenger, and special guest, Lindsay Feder!

Follow Us!

Lindsay Feder: @lindsayfeder

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Katharine is the CEO and Co-Founder of Stuf, one of 'Fast Company’s' World’s Most Innovative Companies in 2022. She was named to 'Inc. Magazine’s' Female Founders 100 list in the same year. Katharine is passionate about reinventing consumer experiences in the physical world and leads the company’s strategic vision and overall strategy in transforming the self-storage industry.

From 2015-2020, Katharine led supply growth at Industrious, the nation’s largest premium shared workplace provider. As VP of Real Estate, she pioneered an "industry first” asset and liability-light growth strategy which generated $150M in annual managed revenue and prompted CBRE to acquire Industrious in early 2021. Katharine hired and managed a 20+ person team and oversaw the company’s 14x expansion in under 4 years while developing go-to-market strategies for new digital products and tenant experience services. 

In this episode, the pair go back to Katharine's prior employment experiences having worked at Equinox as Manager of Development. Conversations on the experiences that shaped her entrepreneruail mindset and the space she's created to pioneer her way are just the beginning.

Twentysomethings, listen now for an hour of inspiration and motivation with the impressive, Katharine Lau!

Follow Us!

Katharine Lau: @katharine_lau

Stuf Storage: @stufstorage (and website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Margaret is the Co-founder and CEO of Three Wishes, a "healthy-while-delicious" cereal. Margaret has grown Three Wishes from an idea to a national brand, with retailers including: Whole Foods, Sprouts, Erewhon and many more. Before founding Three Wishes, Margaret was Chief of Staff at BigEyedWish, an ad-agency where she worked with Fortune 100 to seed-round startup businesses. After welcoming her first son, Ellis, Margaret discovered a space in the market for a nutritional cereal she wanted to feed her son...

On this episode, the pair trace back to Margaret's upbringing as an immigrant child in Brooklyn, NY and the experiences of her youth that fostered an independence to carry her for years. Conversations on the passion for working, the intrinsic drive for success, and the make or break experiences of an entrepreneur are just the beginning!

Twentysomethings, get ready for an hour with the clever, Margaret Wishingrad!

Follow Us!

Margaret Wishingrad: @mbwish

Three Wishes: @threewishes

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Maika is the founder and CEO of Webacy, a platform for securing digital assets for the unexpected. Webacy began by exploring ways to protect blockchain-based assets with smart contracts. The team created infrastructure that could securely move assets in the event of an emergency, like death, all without the use of keys. With this foundation, Webacy began to expand into wallet safety, conditional-trigger products, and more. 

In this episode, the pair jump to the start of Maika’s entrepreneurial journey, uncovering the passion and drive that underlies it all. Maika is a Stanford graduate and former engineer at Microsoft who has compiled her experience and assets into the formation of her own company. 

Twentysomethings, if you’re looking for a motivation boost in your week, listen now to this new one hour episode featuring the ambitious Maika Isagowa!

Follow Us!

Maika Isogawa: @maikaisogawa

Webacy: @mywebacy (and website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Mady is the co-founder of Camber, co-host of Okay Sis Podcast, and the host of the new video podcast series, 36 Questions Later. The series features four blind dates, where strangers ask each other the “36 questions that lead to love.” The questions date back to a 1997 study and went viral in a New York Times article. In this new series, Mady finds out how the experiment holds up today; you can follow along by checking out 36 Questions Later on YouTube, Apple Podcasts, or Spotify.

In this episode, Erica switches roles from host to interviewee. Long term friends who have crossed paths in different walks of life before are rejoining again for the episode of the season! Mady mirrors the format of her “36 Questions Later” podcast this week on Dear Twentysomething as she interviews Erica. Conversations of depth and weight concerning both personal and professional thoughts, goals, and perception are all uncovered this week!! 

Twentysomethings, get ready for an episode like no other with this week’s swapped host, Mady Maio!

Follow Us!

Mady Maio: @madymaio

36 Questions Later Podcast: (Youtube, Apple Podcast, and Spotify)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

A self-described "human Venn diagram," Christina Wallace has crafted a career at the intersection of business, technology, and the arts. After a decade as a serial entrepreneur, she joined the faculty of Harvard Business School where she is the course head of the first-year entrepreneurship class and runs the HBS Startup Bootcamp. Her latest book is The Portfolio Life: How to Future-Proof Your Career, Avoid Burnout, and Build A Life Bigger Than Your Business Card (Hachette, April 2023).

On this episode the pair go back to the start of Christina's journey and breakdown motivation and challenges along her way to success. A frequent public speaker on topics including entrepreneurship, failure, and women in tech, Christina is also known for her viral TED talk on using a sales funnel for online dating and her TEDx talk about portfolio careers and the future of work. Conversations on failure, startup businesses, and the spirit of entrepreneurship at its core is just a glimpse into this week's episode.

Twentysomethings, get ready for an hour with the inspiring and creative, Christina Wallace!

Follow Us!

Christina Wallace: Instagram @cmwalla // Twitter @cmwalla

The Portfolio Life: (website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Having established three successful start-up businesses of her own and now entering the world of venture capital, Erica offers an inside scoop into the world of raising money for start-up businesses. While there are several different routes concerning this topic, Erica is here to share her tips, tricks, advice, and solutions with us this week! 

In this episode, Erica shares her experience with bootstrapping as an aid in her own start-up companies and her take on this method. While reflecting on the benefits of bootstrapping, Erica compares pros and cons to the raising venture capital method. Not only does Erica emphasize the importance of the weight that borrowed money holds, but she offers insight into the brainstorming that comes with venture capital investments. Conversation on smart profit investments, building and learning over time, and establishing the right to borrow money.

Twentysomethings, if you’re starting a business and navigating bootstrapping vs. raising venture capital funds to build your business, this is the episode for you! Featuring our host, Erica Wenger!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Yasmin is the Chief Marketing Officer (CMO) of Pipe, one of the fastest growing fintech's in history. Leading all marketing, communications, partnerships, and investor-relation efforts, Yasmin builds and establishes recurring revenue as a new asset class.

In this episode, Yas shares her decade of experience managing and running marketing, communications and investor relations for both publicly traded and emerging private technology companies. Prior to joining Pipe, she was one of the first employees at Fair.com, the car subscription app, spearheading investor relations, communications, and marketing, and raising over $1.4 billion in debt and $500 million in equity. Conversations on daily stoicism, University of California (USC) experiences, and her journey towards the CMO title are just the beginning.

Twentysomethings, listen now for an hour with the inspiring, Yasmin Moaven!

Follow Us!

Yasmin Moaven: @yas_moaven

Pipe: @pipe (website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Having worked on several successful start-up businesses of her own and now entering the world of venture capital, Erica has experienced both sides of the coin and is here to talk all about it. If you’re curious about investing your money in any capacity, this is the episode for you! 

In this episode, Erica breaks down the similarities and the differences between Angel (start-up business) Investing and Limited Partnership (funding) Investing. Why invest at all? How to invest? Which investments are right for you? Erica is here to answer all of these questions and more while also including us in on some tips and tricks of the trade this week.

Twentysomethings, if you’re curious about financial investments and ready to have a new experince with money, listen in for an episode that has all the answers with our host, Erica Wenger!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Siff is an entrepreneur, host of Dear Media's The Dream Bigger Podcast and Co-Founder + CEO of Arrae, a holistic wellness brand that features 100% Naturopathic Doctor-formulated Bloat + Calm Alchemy Capsules, designed to supercharge your digestion and relax your mind. Prior to launching Arrae in March 2020, Siff spent her time in the publishing industry working for ELLE Canada, and then moved on to launch a successful blog titled Icing & Glitter, which she launched in 2016.

Siff founded Arrae after struggling with many different health issues for years and found that natural remedies were able to cure many of her day-to-day issues. With that intention of bridging the gap between finding natural, organic, high-quality supplements that solved targeted problems, Siff created and expertly-formulated Arrae Bloat + Calm capsules. Arrae is the only bloat pill that has undergone 3rd party clinical trials and is beloved by celebs and influencers, such as Hailey Bieber, Melissa Wood Health, Hannah Bronfman, and more!

Originally from Bangladesh, but grew up in Toronto and Dhaka, Siff graduated from the University of Toronto in 2013 and Conde Nast College in 2014. She currently resides in Los Angeles with her husband and Arrae co-founder Nish Samantray, where they spend their free time cooking, reading, and traveling the globe together.

Twentysomethings, get ready for our first interview of season three with the inspiring Siff Haider!

Follow Us!

Siff Haider: @siffhaider

Arrae: @arrae.co

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

In this episode, Erica reflects back throughout the seasons and touches on bits of progress and the personal growth that has been achieved since then. There is a lot of hard work going on behind the scenes, and the countdown for Erica's big announcement regarding her next business venture has begun...

Dear Twentysomething is an experience-sharing platform at its core, we want to thank our listeners who have been with us on this journey from the start and also offer a warm welcome to all of our new listeners as well! We are so happy to have you guys here, listen in now for a sneak peek into Season 3 and stay tuned for new episodes every Tuesday!

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Highlighting some of the best moments of season 2, Erica reflects on explained episodes, special guest interviews, and her own personal growth looking back on this season! Listen in for a sneak peek on what's to come as she ventures into season 3...

Twentysomethings, it's been quite the season! Be sure to follow us on Instagram for updates as we count down to Season 3 where we'll be bringing you more episodes that we hope continue to inspire and educate you as they have for us! We can't wait to have you back soon, and a special thanks to our host, Erica Wenger!

Follow Us!

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Ashley is the CEO & Founder of Quilt, a social platform for meaningful friendships. Ashley’s startup career started 12 years ago in NYC at a matchmaking company. With an intuitive ability to bring people together, she turned her passion into a career as a community developer for brands such as Wanderlust and Breakout, which ultimately led to the creation of Quilt.Quilt is not your typical wellness company... but rather a social network for supportive conversations and spontaneity.

On this episode, the two start at the beginning of Ashley's journey to entrepreneurship in the theatrical scene. Between studying, dancing, acting, and interviews, Ashley learned the value of hard work and persistence early on but upon moving to LA she realized the struggle of burnout is real. Seeking to heal and treat her mind and body, Ashley now lives in Los Angeles, like every other New Yorker. And then was the start of Quilt. Conversations on mindfulness, dinner series, and bi-coastal living are just the beginning.

Twentysomethings, get ready for an hour with the mindful and inspirational Ashley Summer!

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Ashley Summer: @ashleyjsummer

Quilt: @wearequilt

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Let's take an hour to reflect back on this last year together... Erica recalls her personal and professional accomplishments along with the lessons learned along the way.

How can we use last years' experiences as a foundation for the goals we want to set and achieve this year? Erica is here to break this down and covers it all in this weeks episode.

Twentysomethings, we're so happy to have you here for the first episode of 2023, get ready for an episode with our favorite host, Erica Wenger!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Shivani Siroya is the founder and CEO of Tala, the leading financial technology company in emerging markets. Prior to founding Tala, Shivani held a variety of positions in global health and micro-finance and investment banking. Millions of people have borrowed through Tala's smartphone app, which provides instant personalized credit to under-served customers in Africa, Asia, and Latin America. Tala is backed by leading venture and impact investors, including PayPal, Revolution, IVP, and more... Earlier this year, Forbes named Tala as one of the top-50 tech companies in the world Tala's work has been highlighted by the New York Times, Financial Times, and Wall Street Journal among many others.

In this episode, the pair start from the beginning of Shivani's journey where she discovered a key eye for problem solving. Applying solution to a problem seems to be the underlying thread in Shivani's experiences guiding her through college where she received an MBA from Columbia, and later then into the workforce. Conversations on the difference between comprehension and experience, the advantages of alumni networking, and the passion to serve underpopulated regions is just the start!

Twentysomethings, get ready for an hour with the problem-solver of our generation, Shivani Siroya!

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Shivani Siroya: @shivsiroya

Tala: @talamobile (and website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Founder, Maia Monell, is shaking up the financial technology space (industry defined as fintech) through Nav.it. Founded in 2018, Nav.it provides personalized financial coaching to create lasting behavioral change around financial habits. Through daily check-ins, insights, and community conversations empower users to live financially well. Maia is devoted to closing wealth gaps perpetuated by a system not built for the majority of America and believes that financial wellbeing is an integral part of creating a healthier and more equitable society. 

Through her work as a founding team member at BridgeAthletic, a performance technology using prescriptive AI for fitness coaching, training, and reporting, Maia saw firsthand the detrimental effects poor financial and mental health could have on one’s physical performance. Maia took her overall health and wellness obsession and aimed to tackle financial fitness. Maia reveals her passion for changing the narrative around money to be inclusive, positive, and practical in its experience. Pioneering a new way to serve customers in the fintech space, Maia’s strength is in building competitive brands in the start-up space through brand strategy and community management. Under her expertise, Nav.it has grown over 150% in the last year and launched two new distribution channels.

In this explained episode, the pair bridge Maia’s journey from an English degree, to a fitness company, to her venture into the Fintech space as she now stands as the Chief Growth Officer of her company, Nav.it. Breaking down the basics of personal finance and comparing large-scale company tactics to everyday-language, Maia offers an inside scoop into better money habits for us all. Conversations on changing your mind, anti-procrastination, and a fascination with money are just the beginning...

Twentysomethings, get ready for an hour that will change the trajectory of your financial journey with the expert herself, Maia Monell!

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Maia Monell: @maiamonell (and LinkedIn here)

Nav.it: @letsnavit (and website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Alexa von Tobel, CFP® is the founder and managing partner of Inspired Capital and the New York Times-Bestselling Author of Financially Fearless and Financially Forward. Founded in 2019, Inspired Capital is a $500M early-stage venture capital firm that invests across categories of innovation. Prior to Inspired Capital, Alexa founded LearnVest in 2008 with the goal of helping people make progress on their money. After raising nearly $75 million in venture capital, LearnVest was acquired by Northwestern Mutual in May 2015 in one of the biggest fintech acquisitions of the decade. She later assumed the role of Chief Innovation Officer through which she oversaw Northwestern Mutual’s venture arm.

In this episode the pair trace back to the start of Alexa’s “work hard” approach to success, recalling her high school years as a student athlete and her psychology studies at Harvard University. Alexa breaks down how a positive attitude is the key to success and offers insight to achieving and maintaining a positive space. Conversations on building success with her husband, the road to finance in NYC, and mixing talent with passion to achieve dreams are just the beginning… 

Twentysomethings, get ready for an episode with the woman of the hour, Alexa Von Tobel!

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Alexa Von Tobel: @alexavontobel

Inspired Capital: @inspiredcapital (and website here)

Learn Vest: @learnvest (and website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Erica built and sold her first business, gathered speakers for a womens’ summit, established a podcast, and invested in real estate all using the method of cold outreach. What is cold outreach? How does this method work in practicality? What are the secrets behind this gem of success? This week, she’s here to uncover it all!

In this episode, Erica recalls one of her first jobs at a call center where she was introduced to the art of cold calling and how this practice has evolved overtime to the success she embodies today. Breaking down the importance of thinking on your feet, establishing first impression interpersonal relations, and the connectivity between cold outreach and your end goal are just the beginning...

Twentysomethings, get ready to welcome in more opportunities than you could ever have imagined by mastering the art of cold outreach! Listen now for the episode that covers it all with our host, Erica Wenger!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Laura is a family law expert, author, entrepreneur, and Chief of Divorce Evolution at Divorce.com. Laura has made it her driving purpose to help people divorce through less combative, more affordable modern solutions—in large part by founding online divorce service It’s Over Easy, which was folded into Divorce.com’s expansive platform in 2022. Finding common cause with Divorce.com, Laura also joined as Chief of Divorce Evolution, empowering her to share her passion for easing the devastating toll divorce can take on families and children.

For over a decade, Laura has been changing the face of divorce. She is the author of the New York Times bestseller, “It Doesn’t Have to Be That Way: How to Divorce Without Destroying Your Family and Bankrupting Yourself.” She also hosts the Divorce Sucks! and All’s Fair podcasts, where she shares her expertise and guides divorcing couples in reclaiming control of their destinies.

In this episode the pair trace back to the start of Laura’s journey as a rhetoric major at Cal Berkeley, transforming the art of argumentation through literary analysis into her lifelong career in law. The trials and tribulations of Laura’s twenties are seen as the defining moments of her future career and this week we’ve got the inside scoop. Conversations on the challenges of law school, nightclub employment, and high-profile clients are just the beginning… 

Twentysomethings, listen now for an hour of stories and wisdom from the successful Laura Wasser!

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Laura Wasser: @laurawasserofficial

Divorce Evolution: website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Leah studied Chinese at the University of Michigan as a means to challenge herself and spent her first five years post-grad in Beijing, cultivating the skills that landed her a Chief of Staff position. While achieving success and strides on paper, she found herself struggling with burnouts in her twenties. Leah was introduced to the Enneagram when she was looking to free herself from her lifelong struggle with perfectionism. This discovery was so profound and enlightening, she quit her job as Chief of Staff and is now a full time Enneagram coach and writer. 

In this explained episode, the pair breakdown just how this enneagram system of personality typing describes patterns in how people interpret the world and manage their emotions. Leah touches on the nine different enneagram types and explains how with each type, there lies an associated fear and desire acting as a driving force in the behaviors, decision making, and communication of that person.

Leah ties her experiences with perfectionism, burnout, tainted relations and more back to her enneagram type and connects how all of these affairs of her life are improved and enriched as a result of understanding and working with enneagrams. Conversations on burnout at the peak of her career, frustration without solution, and improved relations as a result of enneagram work is just the beginning…

Twentysomethings, get ready for an hour with the expert on all things enneagrams, Leah Elias!

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The Enneagram Studio: website here

Free Enneagram Test: website here

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Emily is the founder of Public School Pictures, a full-service creative studio currently producing her first TV series, 13th Stepping. Before venturing into the world of film and production, Emily was the face of our favorite magazine prints and makeup lines for nearly a decade, starting at only age thirteen! Transitioning from the spotlight of the fashion and beauty industry to her role behind the scenes in film, this episode covers it all…

In this episode the pair go back to the beginning of Emily’s journey at New York Fashion Week, age thirteen, where she was scouted and signed to her first modeling contract in Tokyo. Appearing as the face of everyone’s favorite magazines and makeup lines, Emily offers insight into her teenage years and what it meant to grow up fast in a city that never sleeps. She then dives into the challenges of growing up in the public eye as she transitions into film. Now, at twenty-three years old, she’s embracing the film industry not only through acting, but now writing and producing her first TV series, 13th Stepping, through her own production company, Public School Pictures. Conversations on mental obstacles, living alone in NYC as a teenager, and the inspiration behind her films today are just the beginning…

Twentysomethings, listen now for an hour of inspiration with the incredible Emily Ruhl!

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Emily Ruhl: @emilyruhl

Public School Pictures: @publicschoolpictures

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Everything from making money, to spending, saving, and investing… Erica covers it all this week taking us back to the beginning of her personal finance journey. Establishing her perspective and relationship with money throughout the way, we see her personal evolution with finances and the role it plays in her career in social entrepreneurship. 

In this episode, Erica takes us through her personal practices for money management, the establishment of financial priorities, and offers tips and tricks for budgeting and saving. Conversations on a childhood support system to her present financial situation, Erica breaks down her “August strategy” and shares her inside secrets to investments and passive income. 

Twentysomethings, if you’re navigating a rough financial road, this is the episode for you. Listen now for a journey filled with gems and tips on managing personal finances to get you out of the rut with our host, Erica Wenger!

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Erica Wenger: @erica_wenger

Dear Twentysomething: @Deartwentysomething

Melissa Ben-Ishay is the founder of Baked by Melissa, the New York City-based dessert brand famous for its handcrafted, bite-size cupcakes in a wide variety of ever-changing flavors. The company ships nationwide, operates 14 stores and has sold over 150 million cupcakes. Every bite-size treat is still made by hand using only the most delicious ingredients. Melissa has been profiled in People, Forbes, Inc., Business Insider, has been featured on The Tamron Hall Show, Today Show, and more.  In October of 2017, she released her first cookbook, Cakes by Melissa, and currently serves as the company’s CEO.

In this episode, the pair discuss Melissa’s career in advertising despite her childhood passion for baking, and how through her journey she found a way to combine all her talents and experiences. Capitalizing on the idea that people should be able to taste more flavors without a post-dessert guilt trip, she decided to do what she loved and launched Baked by Melissa in 2008. Bringing together culinary and entrepreneurship, Baked by Melissa embodies everything we love about business and passion. Conversations on childhood passion, corporate struggles, and following your dreams are just the beginning this week…

Twentysomethings, get ready for an hour of inspiration where we mix business with guilt-free pleasure this week featuring Melissa Ben-Ishay!

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Melissa Ben-Ishay: @melissabenishay

Baked by Melissa: @bakedbymelissa

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

DEI, or "Diversity, Equity, and Inclusion" is entering the workspace at rapid speed, and thankfully so! Mariah Driver was formerly the Head of Diversity, Equity, and Inclusion at Webflow, where she worked to design systems and experiences that enabled everyone to show up authentically and grow to their full potential.

In this explained episode, the pair uncover Mariah's background in training and research in social scientific methods, critical race theory, and organizational psychology. Through all her work and experiences, Mariah seeks to question, reimagine, and redesign the systems and practices that surround us to ensure that all people can access equitable opportunities and build a better world. Conversations on the reality of equity, corporate structure, and a Q&A portion at the end are just the beginning.

Twentysomethings, get ready for an hour with the expert on all things DEI and more with Mariah Driver!

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Mariah Driver: @mariahkellyyy

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething

Carolyn is the founder and CEO of Copina Co., a plant-based boost blend line formulated by herbalists supporting the body’s natural collagen production and shifting the beauty industry from the inside out. Years of harsh acne medications left her skin dry and depleted with her gut health in shambles; here was the start of Carolyn’s journey to Copina Co. as she grew to believe that the new focus of beauty needs to be on internal health. Starting off as a wellness blog, Copina Co. has now launched several products both online and in our favorite stores, supporting the ideology that internal health is the key to beauty and therefore transforming the industry itself. 

In this episode, the pair trace back through Carolyn’s journey to Copina Co. starting at the beginning with her California native upbringing. Carolyn shares her experience healing cystic acne and gut health issues through holistic treatments and introduces us to the passion backing her business. Breaking away from the beauty standards, Carolyn encourages a focus on internal health as a means of achieving external beauty. Conversations on moments of doubt, changing the narrative of beauty standards, and holistic healing are just a peek into this episode…

Twentysomethings, get ready for an hour of insight into the world of healing and beauty from the inside out with the inspiring, Carolyn Yachanin. **Use code DEARTWENTYSOMETHING to get 15% off your first order!

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Carolyn Yachanin: @carolynyachanin

Copina Co: @copinaco (and website here)

Erica Wenger: @erica_wenger

Dear Twentysomething: @deartwentysomething