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Redefining Retirement with Corey Koehler
Corey Koehler
12 episodes
13 hours ago
Redefining Retirement isn’t your parents’ financial advice show. It’s where Gen X creators, solopreneurs, and side hustlers swap war stories about work, money, and staying relevant in a world that keeps moving the goalposts. Hosted by Corey Koehler—ex–cubicle dweller turned solopreneur —you’ll hear from coaches, entrepreneurs, late bloomers, and anyone gutsy enough to bet on themselves after 40. What we talk about: - Reinventing yourself without torching your whole life - Using AI without turning into a robot - Escaping the retirement myth and building income you actually own - Turning experience into assets instead of waiting for permission - Why the old playbook was never written for us anyway If you’re 40-something, skeptical of hype, and tired of being told to quietly fade into the background—pull up a chair press play. We’re figuring this out in real time, and we’re not sugarcoating it.
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Careers
Business,
Entrepreneurship
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All content for Redefining Retirement with Corey Koehler is the property of Corey Koehler and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Redefining Retirement isn’t your parents’ financial advice show. It’s where Gen X creators, solopreneurs, and side hustlers swap war stories about work, money, and staying relevant in a world that keeps moving the goalposts. Hosted by Corey Koehler—ex–cubicle dweller turned solopreneur —you’ll hear from coaches, entrepreneurs, late bloomers, and anyone gutsy enough to bet on themselves after 40. What we talk about: - Reinventing yourself without torching your whole life - Using AI without turning into a robot - Escaping the retirement myth and building income you actually own - Turning experience into assets instead of waiting for permission - Why the old playbook was never written for us anyway If you’re 40-something, skeptical of hype, and tired of being told to quietly fade into the background—pull up a chair press play. We’re figuring this out in real time, and we’re not sugarcoating it.
Show more...
Careers
Business,
Entrepreneurship
Episodes (12/12)
Redefining Retirement with Corey Koehler
#12 - Laid Off After 50 — How Fernando Labastida Leveraged Category Design and AI Come Back Stronger

After multiple layoffs and a health scare, Fernando Labastida completely reinvented himself — turning his tech sales, content-marketing skills and AI curiosity into a thriving business.

In this episode of Redefining Retirement, Corey Koehler and Fernando break down how to pivot after a layoff, find your zone of genius, and build a career that actually fits midlife.

See how to connect with Fernando and design your own category: https://startupstrikes.substack.com

Check out out theClick AI community that Fernando and Corey are part of that we mentioned: https://community.jointheclick.ai/a/2148180570/8gzvRUpi (affiliate link)

Subscribe to Corey's newsletter, get the free Gen eXit Playbook and redefine retirement with us: https://redefiningretirement.io/subscribe

We dig into:

00:00:00 Introduction to Reinvention

00:02:46 The Impact of Layoffs and Personal Growth

00:05:42 Career Journey: From Sales to Marketing

00:09:32 The Rise of Content Marketing

00:12:24 Building in Public: The Power of Blogging

00:15:08 Navigating Employment and Entrepreneurship 00:18:30 The Importance of Networking and Community 00:21:23 Lessons Learned from Career Transitions

00:27:33 The Value of Side Projects

00:29:52 Embracing Creativity and Opportunity

00:33:05 The Rise of Older Entrepreneurs

00:35:56 Navigating Career Transitions

00:39:57 The Power of Writing and Self-Publishing

00:52:18 Launching a New Category through Books 00:53:13 Navigating Health Challenges and Career Transitions

00:55:12 The Journey of a Fractional CMO

00:58:29 Innovating Through Virtual Summits

01:03:49 Lessons from the AI Smart Summit

01:11:20 Embracing Boldness and Category Design

#genxpodcast #careertransition #laidoff #comebackstory

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2 weeks ago
1 hour 21 minutes 14 seconds

Redefining Retirement with Corey Koehler
#11 - She Left Microsoft To Escape Burnout - Meet Executive Branding Coach Eve Enslow

Eve Enslow spent decades climbing the corporate ladder at Microsoft before burnout forced her to rethink success. In this episode, she shares how moving across the country and redefining “wealth” led to a more meaningful life after 50 as an Executive Branding Coach.

Connect with Eve: https://www.enslowgroup.com/

Read Eve's book "INSPIRE!: Go Big Without a Corner Office": https://amzn.to/3J1lPyL ($)

Want the books, tools, and AI prompts we might have mentioned? Get the full resource list, Corey's Newsletter and Gen eXit Playbook here: https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts Subscribe to

Corey's newsletter, get the free Gen eXit Playbook and redefine retirement with us: https://redefiningretirement.io/subscribe

We dig into:

00:00 Introduction

02:51 Eve's Early Career Journey

05:57 Transitioning to Technology and Microsoft

09:04 The Impact of the Internet on Career Opportunities 11:46 Recognizing the Need for Change

14:58 Moving from Seattle to Maine

17:51 Finding Work-Life Balance

20:58 The Shift from Employee to Entrepreneur

23:53 Defining Wealth and Impact

27:10 Conclusion and Final Thoughts

27:51 Redefining Wealth and Wellbeing

30:09 The Journey of Learning and Growth

32:42 Finding Balance in Life and Work

35:20 The Leap of Faith in Career Changes

39:06 Redefining Retirement and Lifelong Learning

43:00 Exploring New Opportunities and Flexibility

46:40 Taking Action to Build Confidence

49:52 Finding Your Unique Path and Purpose

#genxpodcast #midlifereinvention #careertransition

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4 weeks ago
52 minutes 21 seconds

Redefining Retirement with Corey Koehler
#10 - From Chef To Coach: Reinventing Your Career After 40 - Meet Curt Sassak

What happens when the career you thought you’d love forever suddenly feels like a trap?

In this episode, I talk with Curt Sassak a former award-winning chef who hit the wall after 20 years in his “dream job.” Burnout, identity loss, and the Sunday Scaries forced him to reinvent himself — and today, he’s a career and personal development coach helping professionals do the same.

Connect with Curt and sign up for his upcoming workshop on landing your next 6-figure career in 90 days:

https://linktr.ee/curtsassak

Want the books, tools, and AI prompts we might have mentioned?

Get the full resource list, Corey's Newsletter and Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Subscribe to Corey's newsletter, get the free Gen eXit Playbook and redefine retirement with us:

https://redefiningretirement.io/subscribe

We dig into:

00:00 Introduction and Early Life

02:04 Career Journey and Inflection Point

06:28 Recognizing the Need for Change

11:13 Transitioning from Chef to Coach

16:33 Coaching Philosophy and Client Experiences

21:35 Finding Fulfillment in Career Changes

33:37 The Value of Experience and Perspective

35:00 Side Hustles and Career Resilience

36:29 Building Your Brand and Networking

38:23 Self-Promotion and Overcoming Limiting Beliefs

45:14 Navigating Career Changes and Inflection Points

50:42 Clarity and Action in Career Transitions

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1 month ago
57 minutes 8 seconds

Redefining Retirement with Corey Koehler
#9 - Unbecoming: Redefining Success After 40 with Executive Career Coach Dr. Eboni L. Truss

In this episode, Executive Career Coach Dr. Eboni Truss discusses her journey of midlife transition and the importance of self-discovery and authenticity.

She emphasizes that true fulfillment comes from releasing societal expectations and embracing one's true purpose.

The conversation explores the courage needed to change careers, the significance of asking questions, and the difference between passion and purpose.

Dr. Truss shares practical steps for listeners to identify their own paths.

OH AND... if you dig this episode and podcast, do us a huge favor by liking, rating and subscribing now. THANK YOU!


Resources:

Get Dr. Truss' 3-Step Guide for high-achievers "When Success Isn't Enough:

https://gift.yourunbecoming.com/podcast

Want the books, tools, and AI prompts we might have mentioned? Get the full resource list, Corey's Newsletter and Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Subscribe to Corey's newsletter, get the free Gen eXit Playbook and redefine retirement with us:

https://redefiningretirement.io/subscribe

Show more...
1 month ago
1 hour 18 minutes 36 seconds

Redefining Retirement with Corey Koehler
#8 - 5 Pillars Of The New Retirement Plan For Gen X

Retirement isn’t about quitting — it’s about reinventing. In this episode, Corey & Mike break down the Five Pillars of Redefining Retirement so Gen Xer's can build a life (and income) they never want to retire from.


Want the books, tools, and AI prompts we mentioned?

Get the full resource list + my Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Work with Mike Buccialia directly to get unstuck:

https://www.mymindworx.com/

Subscribe to Corey's Redefining Retirement newsletter and redefine it with us:
https://redefiningretirement.io/subscribe

Show more...
1 month ago
1 hour 15 minutes 20 seconds

Redefining Retirement with Corey Koehler
#7 - Why AI Makes Creativity The Most Valuable Skill

In this episode, Corey and Mike explore why creativity is the most valuable skill for Gen Xers in the AI era.

As well as...
Authenticity and Unique Perspective
Innovation vs. Imitation
Future-Proofing Careers through Creativity
Embracing Human Connection in a Digital World
AI as a Creative Force Multiplier
The Balance of Productivity and Stress

AND a crap ton more

Want the books, tools, and AI prompts we mentioned?

Get the full resource list + my Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Work with Mike Buccialia directly to get unstuck:

https://www.mymindworx.com/

Check out Corey’s Redefining Retirement Weekly Email Mixtape and Gen eXit Playbook:

https://redefiningretirement.io/subscribe

Show more...
2 months ago
1 hour 4 minutes 5 seconds

Redefining Retirement with Corey Koehler
#6 - Midlife Career Change & Men's Mental Health With A Career Coach - Meet Mark Wigginton

What if your 20 past jobs were actually the roadmap to your best chapter yet? In this episode, I talk with Mark Wigginton, a career transition coach who's lived the reinvention journey himself — 20+ jobs, 4 life chapters, and now a mission to help midlife professionals turn experience into clarity, purpose, and momentum. He also discusses the crisis of loneliness in older adults and the importance of proactive mental and physical health for men.

Connect with Mark: https://focusingonresults.com/

Check out Corey’s Redefining Retirement Weekly Email Mixtape and Gen eXit Playbook:

https://redefiningretirement.io/subscribe

Want the books, tools, and AI prompts we mentioned?

Get the full resource list + my Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Show more...
2 months ago
1 hour 15 minutes 16 seconds

Redefining Retirement with Corey Koehler
#5 - She Started a New Career at 55 After Corporate Life & Caregiving - Meet Elizabeth Howell

Can you really start a new career in your 50s — after decades in corporate and years of family caregiving? Absolutely. In this episode of Gen X Unplugged, Corey sits down with Elizabeth Howell — a former CNN and Emily Post Institute executive turned LinkedIn ghostwriter.

Connect with Elizabeth on LinkedIn: https://www.linkedin.com/in/euh24/

Want the books, tools, and AI prompts we mentioned?

Get the full resource list + my Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Check out Corey’s Redefining Retirement Weekly Email Mixtape and Gen eXit Playbook:

https://redefiningretirement.io/subscribe

Show more...
2 months ago
1 hour 19 minutes 30 seconds

Redefining Retirement with Corey Koehler
#4 - Why Retirement Is Broken For Gen X (And What to Do Instead)

Most Gen Xers are preparing for a retirement that doesn’t exist. We’re living longer, working harder, and stuck between aging parents and adult kids—while our 401ks, savings, and careers haven’t kept up.

Want the books, tools, and AI prompts we mentioned?

Get the full resource list + my Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Work with Mike Buccialia directly to get unstuck:

https://www.mymindworx.com/

Check out Corey’s Redefining Retirement Weekly Email Mixtape and Gen eXit Playbook:

https://redefiningretirement.io/subscribe

Show more...
2 months ago
59 minutes 52 seconds

Redefining Retirement with Corey Koehler
#3 - What No One Tells You About Reinventing Yourself After 50

Thinking about a career change at 50? You’re not alone — and you’re not crazy. In this episode of Redefining Retirement we get real about what it actually takes to reinvent yourself in midlife. We talk about the highs, the lows, and the energy tax no one warns you about. Whether you're leaving a cubicle, freelancing, or trying to turn decades of experience into your own thing, this episode is for you.

Want the books, tools, and AI prompts we mentioned?

Get the full resource list + my Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Work with Mike Buccialia directly to get unstuck:

https://www.mymindworx.com/

Check out Corey’s Redefining Retirement Weekly Email Mixtape:

https://redefiningretirement.io/subscribe

Show more...
2 months ago
58 minutes 26 seconds

Redefining Retirement with Corey Koehler
#2 - The Skill No One Taught Us, Sales, Art of Storytelling, Lifelong Learning, Career Change At 40+

In this hour-long convo, Corey Koehler (Redefining Retirement) and Mike Buccialia (MindWorx) break down the stigma Gen Xers carry around sales, marketing, and self-promotion and how it’s holding a lot of people back from building the life and income they actually want.

Want the books, tools, and AI prompts we mentioned?

Get the full resource list + my Gen eXit Playbook here:

https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Work with Mike Buccialia directly to get unstuck:

https://www.mymindworx.com/

Check out Corey’s Redefining Retirement Weekly Email Mixtape:

https://redefiningretirement.io/subscribe

Show more...
2 months ago
59 minutes 54 seconds

Redefining Retirement with Corey Koehler
#1 - Career Pivots, AI Panic, Redefining Retirement, and Entrepreneurial Mindset

Should we even want to retire anymore? In this hour plus long chat, Corey Koehler (Redefining Retirement) and Mike Buccialia (MindWorx) talk through what work, purpose, and income really mean after 40 and how AI, burnout, and career change are forcing all of us to rethink the plan.

Want the books, tools, and AI prompts we mentioned? Get the full resource list + my Gen eXit Playbook here: https://redefiningretirement.io/p/gen-x-unplugged-podcast-resources-books-tools-prompts

Work with Mike Buccialia directly to get unstuck: https://www.mymindworx.com/

Check out Corey's Refining Retirement Weekly Email Mixtape: https://redefiningretirement.io/subscribe

Show more...
2 months ago
1 hour 19 minutes 3 seconds

Redefining Retirement with Corey Koehler
Redefining Retirement isn’t your parents’ financial advice show. It’s where Gen X creators, solopreneurs, and side hustlers swap war stories about work, money, and staying relevant in a world that keeps moving the goalposts. Hosted by Corey Koehler—ex–cubicle dweller turned solopreneur —you’ll hear from coaches, entrepreneurs, late bloomers, and anyone gutsy enough to bet on themselves after 40. What we talk about: - Reinventing yourself without torching your whole life - Using AI without turning into a robot - Escaping the retirement myth and building income you actually own - Turning experience into assets instead of waiting for permission - Why the old playbook was never written for us anyway If you’re 40-something, skeptical of hype, and tired of being told to quietly fade into the background—pull up a chair press play. We’re figuring this out in real time, and we’re not sugarcoating it.