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I Have Some Questions...
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I Have Some Questions...

Author: Erik Berglund

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Most people know the headline of a leader’s story. Few know the path it took to get there. This podcast goes beyond titles, book launches and business wins, to explore the lived journey behind the thought leader.


Through deep, unhurried conversations, we uncover the moments that shaped them—the doubts, pivots, convictions, and quiet breakthroughs that built their body of work.


Each episode features authors, coaches, executives, and bold thinkers who have forged their own path. Instead of rehearsed talking points, they’re invited into a space where thoughtful questions unlock something more human. The result is a layered conversation that reveals not just what they preach, but how they became the kind of person who can teach it.

Because we believe the best stories aren’t always told—they’re revealed. And when brilliant people are given the right questions and the room to answer them fully, what emerges is insight you can feel, frameworks you can apply, and a deeper understanding of what it truly takes to lead, create, and contribute at a meaningful level. 

243 Episodes
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🧠 Erik’s Take Erik frames this as a short, high-leverage review of his conversation with Wanda Herndon, using her career as a mirror for a recurring workplace pattern: people who are ready to grow run into organizations that only know how to say “no.” What stays with him is Wanda’s ability to treat rejection as information, not identity. He also leans into the nuance that her story is not a simple “leave when it’s hard” message. It asks harder questions about timelines, internal opportunity, ...
Wanda J. Herndon shares how her commitment to telling the truth guided her through corporate PR, and how she navigated being stifled by “sure things” in old-guard companies before helping build Starbucks into a global brand. Her memoir, *Working Class to Breaking Glass*, connects leadership, belonging, and resilience. 👤 About the Guest Wanda J. Herndon is an award-winning communications executive, author, and trailblazer. Best known as Starbucks’ first SVP of global communications, she rose t...
Justin Coates, co-founder of LearnAir, demos ChatGPT’s new always-on, voice-driven AI agents (Dots) and the “Space” work hub, and explores what changes when work becomes something you can direct and supervise while you are actually living your life. 🧭 Conversation Highlights Dots and related always-on agents connect to your digital work stack, so they can keep working using context from what you’ve linked.The episode centers on real demos: updating a podcast run-of-show doc, fixing broken int...
Erik and Alli talk about why “retirement someday” is losing its grip. With a changed job market, uncertainty about longevity, and shifting priorities, professionals are choosing to live now while still building careers. 🧭 Conversation Highlights The “traditional” retirement script is breaking as jobs feel less stable and outcomes feel less predictable.Alli frames urgency around real experiences and the fact that you may not get to retirement, even if you plan for it.People are balancing ambit...
🧠 Erik’s Take Erik’s takeaway is that the market for expertise is changing at the same time as the meaning of expertise itself is changing. He came away focused on a single tension: companies used to buy expertise by buying time and employment, but fractional models buy judgment and embedded execution. Then AI enters the picture and compresses the value of “competence as content,” forcing the human edge to shift toward judgment, context, and trust. He also flags something personal: he’s notic...
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