Gen X Legends
By Vince Chan
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Category: Personal Journals
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Episodes: 47
Description
We’re not the lost generation. We’re the underestimated one.
While the internet obsesses over Gen Z and glorifies Boomer dominance, Gen X remains the generation history keeps skipping. This show changes that.
Gen X Legends features real Gen Xers: coaches, creators, founders, executives, and reinvention artists who’ve outgrown the old playbook and designed careers worth living.
Forget the hype, the hustle-posting, and the midlife glow-up myth. This is the generation that weathered dot-com crashes, financial crises, and digital disruption without performative reinvention—and came out smarter, sharper, and still in motion.
We don’t chase virality. We design for longevity.
If you’re tired of the noise and hungry for honest, grounded, human wisdom…You’re in the right generation. And now, you’re on the right show.
While the internet obsesses over Gen Z and glorifies Boomer dominance, Gen X remains the generation history keeps skipping. This show changes that.
Gen X Legends features real Gen Xers: coaches, creators, founders, executives, and reinvention artists who’ve outgrown the old playbook and designed careers worth living.
Forget the hype, the hustle-posting, and the midlife glow-up myth. This is the generation that weathered dot-com crashes, financial crises, and digital disruption without performative reinvention—and came out smarter, sharper, and still in motion.
We don’t chase virality. We design for longevity.
If you’re tired of the noise and hungry for honest, grounded, human wisdom…You’re in the right generation. And now, you’re on the right show.
| Episode | Date |
|---|---|
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#47 Darcy Eikenberg: Red Cape Rescue for Burnt-Out Gen Xers
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Jun 16, 2025 |
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#46 Benedikt Oehmen: Turning Layoffs into Life Lessons
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Jun 16, 2025 |
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#45 Collin Plume: Ownership, Not Optics—Teaching Real Wealth to the Next Generation
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Jun 15, 2025 |
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#44 Collin Plume: Golden Rules for People-First Wealth Building
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Jun 14, 2025 |
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#43 Waverly Deutsch: Coaching the Founders Most Systems Miss
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Jun 13, 2025 |
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#42 Waverly Deutsch: Coaching the Logical, Leading with Love
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Jun 13, 2025 |
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#41 Waverly Deutsch: Computer, Broadway, and the Beautiful Mess of Career Design
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Jun 12, 2025 |
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#40 Jennifer Selby Long: Politics, Power, and the Choice to Stay or Go
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Jun 11, 2025 |
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#39 Jennifer Selby Long: Office Politics Without the Eye-Roll
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Jun 11, 2025 |
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#38 Jennifer Selby Long: Gen X Wisdom for Saboteur Survival
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Jun 10, 2025 |
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#37 Jennifer Selby Long: Personal Change First, Tech Change Second
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Jun 10, 2025 |
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#36 Dominic Carter: Future-Proofing Life After 50
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Jun 09, 2025 |
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#35 Dominic Carter: Burnout at 24, Building for 2040
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Jun 08, 2025 |
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#34 Gary Bremermann: Clarity Over Comfort—Career Change on Your Own Terms
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Jun 08, 2025 |
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#33 Gary Bremermann: Hitchhikes, Burnouts, and Building a Career Worth Living
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Jun 07, 2025 |
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#32 Erica Sosna: Build the Career You Want—Before Someone Else Designs It for You
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Jun 06, 2025 |
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#31 Erica Sosna: Walking Again, Working Again—Redesigning Life on New Terms
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Jun 06, 2025 |
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#30 Nina Sossamon-Pogue: Build a Life You’re Proud Of—Not Just a Career You Survive
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Jun 05, 2025 |
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#29 Nina Sossamon-Pogue: Reinventing Before Reinvention Was a Buzzword
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Jun 05, 2025 |
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#28 Edward & Tricia: Collaborate to Compete—The Human Advantage
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Jun 05, 2025 |
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#27 Edward & Tricia: The Gen X Way to Build Trust That Lasts
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Jun 05, 2025 |
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#26 Jason Bloomfield: From Survival Mode to Systems Change
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Jun 03, 2025 |
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#25 John Gates: Stop Leaving Money on the Table
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Jun 03, 2025 |
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#24 Chris Hare: Tools to Rewrite Your Story—and Live It Better
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Jun 02, 2025 |
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#23 Chris Hare: Rewrite the Story Before It Wrecks You
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Jun 02, 2025 |
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#22 Chris Hare: Strategy Starts with the Story You Believe
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Jun 02, 2025 |
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#21 Erika Ayers-Baden: Grit, Goals, and the Generational Advantage
|
Jun 01, 2025 |
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#20 Erika Ayers-Baden: No One Cares About Your Career—So Build One That Works for You
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Jun 01, 2025 |
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#19 Sara Lobkovich: Strategy Is Not a Suit—It’s a Skill
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Jun 01, 2025 |
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#18 Sara Lobkovich: When the System Doesn’t Fit, Rewrite the Operating Manual
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May 31, 2025 |
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#17 Chris Quek: Building the Next Gen, Starting With His Own
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May 31, 2025 |
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#16 Chris Quek: From Inheritance to Identity
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May 31, 2025 |
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#15 Holly Bond: Your Will should be Up-To-Date, so should Your CV
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May 31, 2025 |
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#14 Holly Bond: From Mom on a Mission to Franchise Founder
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May 30, 2025 |
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#13 Gagan Sandhu: Redefining Wealth, Reinventing Work
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May 30, 2025 |
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#12 Gagan Sandhu: Engineer Your Independence
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May 30, 2025 |
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#11 Wayland Lum: From Booth to the Battlefield of the Mind
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May 29, 2025 |
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#10 César Couto Ferreira: Don’t Believe the Hype—Design the Legacy
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May 29, 2025 |
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#9 Michael Levitt: Ditch the Phone, Reclaim Your Sanity
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May 29, 2025 |
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#8 Steve Monaghan: The Advantage of Age in the Age of AI
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May 29, 2025 |
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#7 Ryota Tanozaki: Escape the Trap, Redesign the Map
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May 29, 2025 |
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#6 Katie Curry: Mentoring Gen Z Without Losing Your Gen X Soul
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May 28, 2025 |
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#5 Katie Curry: Risk by Training, Reinvention by Choice
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May 28, 2025 |
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#4 Josh Geballe’s Real Playbook: Impact Over Egos, Substance Over Soundbites
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May 28, 2025 |
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#3 Irina Filippova: Courage Is the Career Plan
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May 27, 2025 |
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#2 Greg Morley: Author of Bond on Building Belonging in the Age of Burnout
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May 27, 2025 |
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#1 Greg Morley: Built, Not Bought—The Gen X Playbook for Real Inclusion
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May 26, 2025 |