Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we "think like a teacher" to create the show.

Sarah shares insights on:

• How her lived experienced called upon her to become a grief coach
• What distinguishes grief coaching from therapy
• How to design grief-literate teams and organizations—and avoid delaying the work we know is healthy but uncomfortable
• When grief fuses with identity and how to transition toward “building a life that fits who you’ve become”

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we "think like a teacher" to create the show.

Maria reframes leadership not as a position of power but as an act of loving stewardship—setting the tone for what organizations and people can become when they work alongside each other, rather than "for" their respective superiors.

Maria shares insights on:

• What motivates her to challenge traditional organizational norms and leadership approaches she sees repeatedly across cultures and industries
• The underlying cultural and structural mechanisms that perpetuate the same old leadership models over and over
• Pitfalls that even well-intentioned leaders stumble into when trying to evolve their practices toward more inclusive, belonging-oriented leadership
• What it looks like when belonging truly sits at the heart of organizational achievement—and the real-world examples that show it in action

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we “think like a teacher” to create the show.

Wallis shares insights on:

• Why she left her previous roles to build an independent strategic studio
• Lessons from big-chip playbooks (AMD, NVIDIA): strategies worth emulating, as well as common missteps to avoid
• How and why she identifies an organization's identity and direction before strategies and tactics
• Differentiating helpful collective wisdom from unhelpful groupthink when it comes to the "new shiny thing" like AI

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we "think like a teacher" to create the show.

In this episode, Ellen invites us to rethink how age-based differences in the workplace are about more than just our years of life: they’re about how we handle change and difference in general, as well as how we play—or not play—by "rules of the game" that organizations often leave unwritten.

Ellen Raim shares insights on:

• What sparked her shift from employment attorney and HR leader to "organizational whisperer" who decodes how young professionals adapt to established cultures
• Why thinking of generational divides as “speaking different languages” or “playing by different rules” can help older and younger colleagues interpret each other more effectively
• The subtle (and not so subtle) behaviors in workplaces that say “people don’t matter”—and how those behaviors cut across generations
• How our resistance to change and our comfort with familiar patterns keep old generation gaps alive, even when the workforce is evolving

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we “think like a teacher” to create the show.

A former attorney at one of New York’s billion-dollar law firms, Rachael clerked for a federal judge before finding her way to the firm she's at now: a workplace haven known for its more balanced culture and humane pace. Reflecting on her and her colleagues' challenges with unhealthy culture, she explores what it takes to rebuild professional agency and personal fulfillment after toxicity takes its toll.

Rachael shares insights on:

• The earliest red flags shared across her toxic workplaces
• The difference between a toxic moment and a toxic culture
• The turning points that finally broke the cycle of toxicity
• How to detox from the lingering effects of unhealthy professional systems

While respecting confidentiality, Rachael offers a rare inside view of Big Law’s pressures and the deeper recovery that begins only after you leave. Whether you’ve endured a toxic workplace yourself or simply want to recognize the warning signs sooner, this conversation reframes “quitting” as a new beginning rather than a finish line.

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we "think like a teacher" to create the show.

Charlotte shares insights on:

• What “patient- and family-centered care” means
• How community storytelling reshapes empathy and policy in healthcare
• The entrenched philosophies that still compete with partnership models
• How partnership as a principle could transform healthcare’s culture

Whether you’re a provider, policymaker, patient advocate, or simply someone who’s ever interacted with the health system, this conversation with Charlotte Safran offers a vision of care that far departs from the reality of care today—and positively so!

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we "think like a teacher" to create the show.

Lani shares insights on:

• Her professional pivots and how each transition signaled a deeper call to learn
• The teaching tools and design strategies she still leans on in her own personal growth
• The tension between productive growth and rest, and how she honors learning even in stillness
• Stories from her work at The Salvation Army and past roles

If you’re balancing ambition with well-being, seeking a more sustainable way to grow, or curious how learning shows up in all seasons of life, this conversation with Lani Matsumura is for you!

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we "think like a teacher" to create the show.

Ianna Raim shares insights on:

• What it really means to “get out of our own way” in career and leadership
• Why professionals often mistake self-advancement for self-sabotage
• Common challenges her clients face—and the root causes behind them
• Defining coaching moments that reveal what transformation looks like in action

Whether you’re a senior leader, an emerging professional, or simply trying to create more fulfillment in your career, Ianna's answers to our deepest questions offer clarity, practical guidance, and stories of change that resonate within and beyond the workplace!

Presented by Elynndí, and hosted by Aaron Barlin. See elynndi.com to learn how we "think like a teacher" to create the show.

The first 3 episodes of Season 1 drop on Monday, October 6, with new episodes released on Mondays after that.

We start with our "deepest" question—a question that makes you go, "Woah." It's relatively unanswerable, but the process of trying to answer it matters more than the answer itself. The guest gives their initial response at the start of the show.

Then we move onto our "digging" questions—the kind that make you go, "That's such a good question!" They're related to our "deepest question," but they're more exploratory: they ask about a range of topics from the guest's upbringing, reflections on current events, behind-the-scenes looks into their work, and their cutting-edge insights.

We end the show by returning to our "deepest" question from the top of the show—and the guest re-attempts their answer to it, now that they've had a chance to "deepen" their thinking.

Hosted by Aaron Barlin from Elynndi