Midlife Remix

What happens to humans in the age of AI? Steven Miyao welcomes back Jack Swift — a West Point graduate and former Army Ranger who became an executive at Janus Henderson and then CEO of the AI fintech Tiffin — to discuss his new book, Level 7 Leadership. Jack explains why leaders must shift from knowing to sensing, why "I don't know" and "I made a mistake" are the two most p...

What happens when you finally win the award you spent your whole life chasing — and it gives you nothing? In this episode of The Midlife Remix, Steven Miyao sits down with Simon Verhoeven — one of Germany's most successful film directors, son of Senta Berger and the late Michael Verhoeven, and the filmmaker behind the acclaimed, award-honored tragicomedy Ach, diese Lücke, diese entsetzliche Lü...

What if the resume everyone wants — Harvard, Vanguard, Bank of America — was the one you needed to walk away from? In this episode of The Midlife Remix, Steven Miyao sits down with his friend and former business partner Mike Ma, founder of Sidecut Ventures, a pre-seed fund built on a thesis most VCs would call upside down: advice before capital, mission before AUM, impact before optics. Mike left...

What happens when a 28-year Wall Street career ends in a two-week exit, your parents pass within five months of each other, and your second marriage ends — all in the same season of life? In this episode of The Midlife Remix, Steven Miyao sits down with Joel Hempel, founder of Fernweh Guided Expeditions, who spent 30+ years in financial services helping grow a firm from $200 million to over $22 bi...

You walk into the room prepared. You've practiced your answers. You know your numbers. And somehow, before you even open your mouth, the people across the table have already decided. Erin Collins has spent over a decade as a founding partner at HCA, an executive recruiting and talent advisory firm in asset management, watching exactly that play out — over and over. In this episode of Midlife Remix...

Brittanni Hendricks — coach, author of It's My Turn, and founder of her own coaching practice — joins Steven to unpack why high performers keep getting passed over, even when the work is strong. Brittanni built her coaching practice because she lived the story: a biracial woman who spent years code-switching, straightening her hair, and suppressing who she was just to feel accepted — at home,...

Thomas Droge had a heart attack at the exact age his father and grandfather died, and it shattered everything he thought he knew about himself. A healer for over 30 years, he'd built his identity around being the one who saves others. That heart attack forced him to confront the one person he'd never treated: himself. Now, as Chief Mindfulness Officer at Tiffin — a fintech incubator — Thom...

Therapist, author, and two-time TEDx speaker Molly Carroll has spent 30 years sitting with people in their hardest moments. In this episode of Midlife Remix, she opens up about her own collapse — losing seven loved ones in 18 months while running at full speed — and the rock-bottom moment that forced her to stop. Steven and Molly go deep on the loneliness epidemic hiding behind our busyness, why h...

What if the most transformative coaching session of your life happened on a 7-day walk through Spain? In this episode of the Midlife Remix, Steven Miyao sits down with Joao Viana, founder of Walking Mentorship, who left a 20+ year corporate career to build something most people would call crazy — a walking-based mentorship where he accompanies executives on multi-day journeys through places like t...

Join Steven Miyao in this powerful conversation with Jim Fallon, Managing Partner at Conscious Leadership Group, as he shares his raw and transformative journey from high-achieving executive to conscious leadership coach. After 25+ years leading companies in software, consulting, biotech, and manufacturing, Jim appeared successful on every traditional measure. But beneath the surface, workaholic p...

Midlife often brings new challenges. The life you built still functions, but it no longer feels aligned. Work, identity, and family roles start to pull apart, and the strategies that once worked stop providing clarity. In this conversation, Steven Miyao speaks with contemplative psychotherapist David Redish about how psychedelics and meditation help in midlife, particularly when identity begins to...

What happens when the drive that once fueled your success no longer fits who you’re becoming? In this episode of Midlife Remix, Steven Miyao sits down with Ret Taylor, a former founder and entrepreneur turned modern-day guide, to explore why success without alignment eventually stops working, especially in midlife. After decades of building companies and chasing external markers of success, Ret re...

Episode DescriptionAt some point in midlife, many of us realize that the roles we’ve been playing, at work, at home, in our lives, no longer hold the weight they used to. This episode is the Midlife Remix wrap for 2025. It’s been a tumultuous year for me, personally and professionally. A year where I learned a lot, not just from my own life, but from my clients and from every guest who joined me o...

What happens when you realize the life you built doesn’t match the life you want? In this episode of Midlife Remix, Steven Miyao reconnects with Paul Hatch, CEO of Vestra Financial and former Vice Chairman of Morgan Stanley Wealth Management, to explore what reinvention really looks like after decades of success. Paul shares the failures that reshaped him, the cost of chasing money and titles, and...

What happens when you finally hit the goals you spent years chasing, only to realize the feeling you hoped for isn’t there? In this episode of Midlife Remix, Steven Miyao sits down with award-winning creative director Larry Olson, whose journey spans Nike, Apple, Spike Lee, Al Gore, and decades inside the world of top-tier advertising. Larry opens up about the moment he stood in Times Square durin...

Most of us spend decades chasing success—climbing higher, earning more, proving ourselves. But what happens when we get there and it still doesn’t feel right? In this episode, I talk with four leaders who’ve stopped chasing and started listening:• Jack Swift on facing fear, trusting his inner voice, and walking away from prestige for alignment.• Brett Wright on why real leadership begins with list...

Midlife gets a bad rap. People call it a crisis, but really, it can be clarity. It’s that moment when you realize the status quo no longer works—the career, the pace, or even the version of success you’ve been pursuing. In this Midlife Remix anniversary episode, Steven Miyao revisits conversations with guests who stopped living by someone else’s definition of success and started building lives tha...

At 54, senior search leader and executive recruiter Paige Scott has stopped pretending, and the results are unmistakable. In this Midlife Remix conversation, Paige and Steven Miyao dig into what changes after 50, why alignment beats performance theater, and how to navigate multi-generational teams without losing yourself. Paige shares the personal transformation behind her professional clarity, in...

So much of who we are is tied to what we do. But what happens when the job ends, the role changes, or success no longer feels fulfilling? In this episode of Midlife Remix with Steven Miyao, Steven speaks with Keith Lawrence, a former Procter & Gamble senior executive and co-author of Your Retirement Quest. Keith has spent decades helping people design their next chapter, not just financially,...

Jack Swift doesn’t start this conversation with billion-dollar exits or his time as an Army Ranger; he begins with fear, failure, and a personal inflection point that changed everything. In this powerful episode, Jack opens up about the dark moments that shaped his leadership journey and how aligning with his inner truth transformed not only his career but his entire life. We talk about:- Letting...

What happens when you walk away from a global corporate career to build a portfolio life and then face the rise of AI?In this episode, I sit down with Yogesh Chavda, a marketing leader, educator, and AI consultant who has worked with brands like Procter & Gamble, Spotify, and Pinterest. We talk about his leap from corporate to independence, the challenges and lessons of building a portfolio ca...

What happens when your title no longer defines you? In this episode of Midlife Remix, I sit down with Brett Wright, former senior executive at Macquarie and AXA, now Chief Revenue Officer at Tortoise, to explore how leadership evolves in midlife. Brett shares the lessons that shaped his leadership, including the influence of legendary coach Joe Paterno, his experience with imposter syndrome, and h...

For midlife professionals rethinking how they lead and create, this conversation between Sam Sellers and Steven Miyao offers an unexpected lens: hip hop pedagogy. Together, they explore how principles like collaboration, improvisation, and authenticity, core to hip hop, can reshape leadership and personal growth. They unpack the tension between tradition and reinvention, the role of competition wi...

In this heartfelt Father’s Day reflection, executive coach and Midlife Remix host Steven Miyao and Mark Hsu share a deeply personal look at the tension so many midlife parents face—trying to be present for our kids, support aging parents, sustain our partnerships, show up at work, and still somehow stay connected to ourselves. They explore the quiet question behind all the doing:- What will my chi...

For Gen Xers quietly questioning the life they’ve built, this conversation is for you. Dr. Eric Dawson has led an extraordinary life: Harvard degrees, a youth-led global nonprofit, and now the founder of Rivet, a Gen Z-powered platform for social impact. But none of that protected him from the hard work of letting go of an identity he’d held for 30 years. In this episode of The Midlife Remix, Eric...