ReInvention
ReInvention is a podcast for mid-career professionals who want to define and build what comes next in their work. Host Todd Jason explores the art and science of career reinvention. Episodes feature people who have made bold pivots and experts shaping the future of work. The conversations aim to move listeners from uncertainty to clarity and from burnout to fulfillment.
Episodes
REWIND - How to Design Your Ideal Future Self (and Retire Your Old Identity)
We're taking a short break while we gear up for our next season. In the interim, listen to this episode again on how to design your ideal future self. It's a powerful episode. If you're staring down "what's next?" after a solid run in corporate, this episode is your invitation to reinvent from the inside out. Todd and Chris unpack the real engine of lasting career change: identity. You'll learn ho
REWIND - Stuck in Your Head? Tired of Feeling Frozen? Use This Framework to Take Action
Fear. Doubt. Anxiety. The mental spiral that makes everything feel heavier than it actually is. In this episode, Todd and Chris go straight into the "real stuff" that shows up when you're in transition or uncertainty — especially when you're trying to make a big change and your nervous system starts writing worst-case stories. We break down a simple truth: your emotions can feel urgent… without be
REWIND - How A Stanford Ph.D. Uses 'Product Thinking' To Reinvent Her Career
Roxana Heitz is the kind of person who "has it all" on paper: Stanford Ph.D., 15+ years of product leadership, and a career building health and wellness products across the Google/Alphabet health ecosystem, Peloton, and others… So why reinvent? In this episode, Roxana breaks down a tension so many mid-career high performers feel: the work still matters, but the environment doesn't fit anymore. The
REWIND - The Zeitgeist of Career ReInvention is Upon Us! Here's What You Need To Do
In the Season 1 finale of ReInvention, Todd and Chris come full circle on the framework they've been pressure-testing with their community: the 6 core tenets of Career ReInvention. This isn't resume-polishing or a quick pivot - it's a practical, human roadmap for mid-career professionals who want more agency, more fulfillment, and a smarter path forward in a rapidly changing world. They unpack why
E49 - Is College Still Worth It? What Every Parent Needs to Hear About the Future of Work
For generations, the path seemed simple: Go to college. Get a degree. Find a good job. But what happens when the world changes faster than the education system? AI is reshaping work. Employers are placing greater value on skills than credentials. Apprenticeships are making a comeback. And more families than ever are asking a question that would have seemed unthinkable just a few years ago: Is a tr
E48 - Who Are You Without Your Job? The Hidden Identity Crisis Facing Millions Right Now
For decades, we've been taught 'how to build' successful, long lasting careers. But almost nobody teaches us what happens when that career suddenly disappears - or when it no longer feels like the life we want. In this deeply honest conversation, former Fortune 500 Chief Communications Officer Geoff Curtis shares what happened after a corporate acquisition eliminated the role that had defined him
E47 - The Most Successful People Never Stop Being Beginners | Charles Lee
What if the biggest risk to your future isn't AI...what if it's living on autopilot? In this episode of Reinvention, Todd sits down with innovation strategist, best-selling author, and CEO Charles Lee to explore one of the biggest questions facing professionals today: Am I intentionally designing my life - or simply reacting to it? As AI reshapes careers and the future of work, many midlife profes
E46 - Why These 'Career Transition' Skills Matter More Than AI Skills
AI is transforming the world at a pace we've never seen before. But according to entrepreneur, AI reinvention expert, and Flipwork co-founder Nikki Barua, the biggest challenge isn't learning the technology - it's reinventing ourselves fast enough to keep up. In this thought-provoking conversation, Nikki shares some truth - that AI is challenging our IDENTITIES - and we discuss what all profession
E45 - The Career Skills That Matter Most in an Automated World | Sean Phelps
Sean Phelps has spent more than two decades coaching over 10,000 college students through launching and running real businesses. As President of College Works Painting, he's had a front-row seat to what separates high performers from everyone else - and what skills will matter most as AI transforms the workforce. In this conversation, Sean shares powerful lessons on leadership, entrepreneurship, a
E44 - AI Will Break Society" - A Silicon Valley Insider on What's Coming Next
While most of us are still figuring out how to use ChatGPT and Claude, Max Ventilla is helping build the next generation of AI companies. A four-time founder, former Google and Dropbox executive, and investor who has helped raise over a billion dollars, Max spends his days thinking about where this technology is actually heading - and what it means for the rest of us. In this episode, we move beyo
E43 - How Some People Thrive During Change (And Why Others Don't)
As AI reshapes the workplace, many professionals are asking the same questions: Will my job still exist? How do I stay relevant? What skills actually matter now? And how do I stop feeling overwhelmed by how fast everything is changing? In this episode, executive coach Nikki Goldman shares what she's seeing from a front-row seat coaching founders, executives, and leadership teams across Fortune 5
E42 - How To Master Career Reinvention: 2 Traits That Will Define Your Future
The world is changing faster than ever. AI is transforming industries, careers are becoming less predictable, and many professionals are quietly asking themselves the same question: "What is my future going to look like?" I personally think that most people don't fully realize how much change is coming, and how much the future of work is shifting. But after dozens of conversations with founders, C
REWIND - How To Plan Your Next Career Move Like a CEO
If you're a mid-career professional staring down AI, burnout, layoffs, or the quiet dread of "I cannot do this for another 20 years," this episode is for you. Todd and Chris break down the 6 Tenets of Reinvention they use with clients and in their own lives – a practical framework to design your next chapter with intention instead of panic. This is the system Chris literally wishes he'd had 10 yea
REWIND - Stuck, Burned Out, or Just Unsatisfied? Career Reinvention Begins HERE
This first episode of The ReInvention Podcast dives into the real starting line of every successful career and life transformation: CLARITY. Todd Jason and Chris Thide break open the truth about why midlife reinvention feels so damn hard, why most professionals hit a wall, and why traditional career paths leave so many people burned out, bored, or quietly miserable. They share personal stories fro
REWIND - How to Work with Anyone: The Real Skill Behind Career ReInvention
In this REWIND episode we gently remind you that while almost everyone talks about strategy, AI, and tactics - the thing that really drives Career ReInvention is Relationships. Todd and Chris turn the lens on themselves - and break down what it really looks like to build something with another person when you have different styles, rhythms, and expectations. Because collaboration sounds great…unti
REWIND - Navigating Career Uncertainty: What 4,000 Leaders Told Us About the Future of Work
As ReInvention The Podcast is REINVENTING itself, please enjoy this important rewind episode that focuses on a simple truth inherent in our mission: No one knows what's coming next with the AI Economy. I recently got back from a 4,000-person leadership conference where top executives, HR leaders, and operators were all saying the same thing: we're figuring it out in real time. That's the backdrop
E41 - He Quit at 54, Walked Away from His Pension - and Reinvented His Life
This is what successful Career ReInvention looks like. At 54 years old - with a pension on the line - John Anthony Savoca walked away from a 25-year teaching career…and never looked back. No perfect plan. No guarantees. Just a moment where he said: "I'm done." In this episode, John breaks down how he went from burned out teacher to thriving real estate agent, and why the move wasn't just about mon
E40 - She Quit Corporate, Bet on Herself and Built a Thriving Business | Katrina Cicero
This is what Career ReInvention actually looks like. Not perfect. Not planned. Not safe. Katrina Cicero didn't love her corporate job - but like a lot of people, she stayed because it felt like the "right" path. Until she couldn't anymore. What happened next is the kind of story more people need to hear. In this episode, Katrina walks us through how she went from stuck and miserable…to building a
E39 - From Lawyer to Artist to Poker CEO: Sara O'Connor on ReInvention, Risk & Building a Life You Actually Want
If you're feeling stuck in your career, this episode might be the wake-up call you've been waiting for. Sara O'Connor is the definition of a modern Reinventor - former attorney turned full-time artist, poker industry leader, writer, and entrepreneur. In this conversation, she shares how she walked away from a prestigious legal career, navigated burnout and identity shifts, and built multiple creat
E38 - How to Work with Anyone: The Real Skill Behind Career ReInvention
Everyone's talking about strategy, AI, and tactics. But most people are missing the thing that actually drives Career ReInvention: Relationships. In this episode, Todd and Chris turn the lens on themselves - and break down what it really looks like to build something with another person when you have different styles, rhythms, and expectations. Because collaboration sounds great…until it gets mess
E37 - The ReInvention Bro's Get Personal For Mother's Day + How To Balance Masculine & Feminine Energy
This is a special Mother's Day show, and it comes along with one of the most important frameworks we'll talk about: Masculine vs. Feminine energy. Most of us have been conditioned into constant "go mode." Push. Achieve. Figure it out. But successful ReInvention doesn't come from more force. It comes from learning how to balance action with awareness. We talk about: What masculine vs. feminine ene
E36 - When Reinventing Get Your Finances Right FIRST (here's how) | David Mandell JD, MBA
Before you reinvent your career, there's one thing most people avoid: Looking at their finances honestly. In this episode, we sit down with David Mandell JD, MBA - a financial and legal expert who's spent 30+ years advising professionals - to break down the real foundation of career ReInvention. Because no matter how exciting your next move is…if the numbers don't work, the plan won't either. We t
E35 - How Scott Clary Built 100M Podcast Followers: Success Lessons for ReInventors
We sat down with Scott Clary, host of the Success Story podcast (100M+ downloads) to break down what it actually takes to reinvent your career. Scott didn't follow the traditional path. He questioned it. In this conversation, we go deep on why curiosity is the starting point for any reinvention - and how most people stay stuck simply because they never stop to ask: is this even what I want? We als
E34 - Navigating Career Uncertainty: What 4,000 Leaders Told Us About the Future of Work
Season 2 is here, and we're starting with a simple truth: No one knows what's coming next with the AI Economy. Todd just got back from a 4,000-person leadership conference where top executives, HR leaders, and operators were all saying the same thing: we're figuring it out in real time. That's the backdrop for this episode, and it's a 'must listen' for anyone navigating career transitions. Chris a
REWIND - The Provider Trap: Reinvent Your Career Without Letting Your Family Down
Season 2 is on its way and while we get ready, we're revisiting this deeply personal episode on the provider trap because feeling stuck as the breadwinner is one of the most common and most solvable challenges in career reinvention. If you're the primary breadwinner or you carry the "provider" identity, Career ReInvention can feel impossible. The fear is real: If I change jobs, the whole system co
REWIND - Tired of Being a Lone Wolf? How To Find Collaborators When Reinventing Your Career
While we prep for an incredible Season 2, we're bringing back one of our most impactful episodes and this one on collaboration and community feels more relevant than ever right now. Reinventing your career is exciting — but trying to do it alone is one of the fastest ways to stall, burn out, or second-guess yourself. In this episode, Todd Jason and Chris Thide explore one of the most overlooked ac
REWIND - The Jobs AI Won't Take: How To Future-Proof Your Career
Season 2 is on its way and while we gear up for it, we're revisiting this critical episode on navigating AI and the future of work because getting ahead of what's coming is everything right now. What careers actually have a future in an AI-driven world? In this episode Todd and Chris get real about the future of work, what AI is actually going to disrupt, and how to build a career that's hard to r
REWIND - How to Design Your Ideal Future Self (and Retire Your Old Identity)
While we gear up for a powerful Season 2, we're revisiting one of our most impactful episodes and this one's too good not to hear again. If you're staring down "what's next?" after a solid run in corporate, this episode is your invitation to reinvent from the inside out. Todd and Chris unpack the real engine of lasting career change: identity. You'll learn how to define the future-self you want to
E33 - The Zeitgeist of Career ReInvention is Upon Us! Here's What You Need To Do
In the Season 1 finale of ReInvention, Todd and Chris come full circle on the framework they've been pressure-testing with their community: the 6 core tenets of Career ReInvention. This isn't resume-polishing or a quick pivot - it's a practical, human roadmap for mid-career professionals who want more agency, more fulfillment, and a smarter path forward in a rapidly changing world. They unpack why
E32 - Lost Some Confidence? Here's How to Move Forward And Take Action Anyway
Imposter syndrome hits hardest right when you're trying to reinvent. You've been confident in your craft for years, then suddenly you're starting over, pitching a new path, learning new skills, and your brain decides you're "not ready." In this episode, Todd and Chris break down a practical system for building confidence without waiting for it to magically appear. They unpack why "fake it till you
E31 - Creativity Is a Business Skill: How To Crush Imposter Syndrome And Make The Leap!
In a world obsessed with productivity and profit, creativity can feel "optional." For reinventors, it's the opposite: creativity is a core business skill, and a survival skill for the future of work. In this episode, Todd and Chris break down why ReInvention is inherently creative (you're literally designing your next chapter), and how to make creativity practical - even if you're coming from a st
E30 - Isolation Is Hurting You: How to Build an Accountability TEAM Around Your Goals
Successfully reinventing your career (or life) isn't challenging because you lack talent. It's challenging because you try and do it alone. Inspired by the Winter Olympics, Todd and Chris break down the two traits elite performers build their lives around: clarity and accountability. You can have a powerful vision for your next chapter, but without a real accountability system, it stays a dream. I
E29 - How A Stanford Ph.D. Uses 'Product Thinking' To Reinvent Her Career
Roxana Heitz is the kind of person who "has it all" on paper: Stanford Ph.D., 15+ years of product leadership, and a career building health and wellness products across the Google/Alphabet health ecosystem, Peloton, and others…. So why reinvent? In this episode, Roxana breaks down a tension so many mid-career high performers feel: the work still matters, but the environment doesn't fit anymore. Th
E28 - Your Midlife ReInvention Needs a SOCIAL Strategy: Profiles, Posting, and Personal Brand
Are you reinventing your career and not sure how to handle LinkedIn or Social Media in general? In this episode we'll share a proven game plan for your socials, with specific guidelines for people in professional transition. Todd and Chris break down the biggest mistake midlife professionals make during ReInvention: treating social media like a polished "final reveal" instead of a tool for buildin
E27 - A Legendary VC's Take on the Future of Work (and How You Can Win) | Bill Gurley
What if AI isn't the threat - but the greatest ReInvention Accelerator of your lifetime? In this episode, we sit down with Bill Gurley (legendary Benchmark partner; early investor in Uber, Zillow, Grubhub) to talk about his new book Runnin' Down a Dream and the principles behind building a career you actually want. Bill breaks down why so many people feel stuck on the "college-to-safe-job conveyor
E26 - Building A New Business Is Lonely! Here's the Fix
Leaving corporate can feel like freedom, until you hit the point where building your next chapter can feel incredibly lonely. In this episode, Chris and Todd tackle a ReInvention challenge most people don't see coming: Isolation - and how being isolated quietly drains your energy, creativity, and momentum when you're launching something new. In this episode you'll get practical, real-world strateg
E25 - The Provider Trap: Reinvent Your Career Without Letting Your Family Down
If you're the primary breadwinner or you carry the "provider" identity, Career ReInvention can feel impossible. The fear is real: If I change jobs, the whole system collapses. Mortgage. Bills. Kids. Expectations. Your nervous system starts treating reinvention like a threat. In this episode, Chris and Todd unpack the Provider Trap - the hidden identity that keeps high-achievers locked into misalig
E24 - More Energy, More Focus: Daily Habits That Make ReInvention Easier
ReInvention can be stressful. Uncertainty ramps up anxiety, drains your energy, and can pull you into numbing habits that keep you playing small. In this episode, Todd and Chris break down a simple way to protect your momentum: build a daily "scaffold" that boosts vitality, focus, and optimism while you're reinventing your career. You'll learn: Why most reinventors struggle when they leave the st
E23 - The Sales Structure Every Entrepreneur Needs
If you're building a consulting practice, doing some fractional work, or starting any kind of entrepreneurial / "hang-my-shingle" venture, here's the truth: your results won't matter if you can't sell. In this episode, Todd and Chris break down sales in a way that's clean, human, and repeatable - especially if you've spent years in corporate and the word "selling" makes you tense up. You'll learn
E22 - Do I need to HEAL, or do I need to HUSTLE? This Framework That Will Help
If you're in the middle of a career transition, you've probably felt this tug-of-war: Part of you knows you need space… time to decompress, process what happened, and heal from the emotional toll of your old work life. Another part of you feels intense pressure to move fast… to make money again, prove this wasn't a mistake, and "figure it out" as quickly as possible. In this episode, Todd and Chri
E21 - Stuck in Your Head? Tired of Feeling Frozen? Use This Framework to Take Action
Fear. Doubt. Anxiety. The mental spiral that makes everything feel heavier than it actually is. In this episode, Todd and Chris go straight into the "real stuff" that shows up when you're in transition or uncertainty - especially when you're trying to make a big change and your nervous system starts writing worst-case stories. We break down a simple truth: your emotions can feel urgent… without be
E20 - What To Say When Someone Asks: "So, What's Going On With Work?" And You're Lacking Confidence
Ever feel that little spike of anxiety when someone asks: "So… what's going on with work?" If your career is shifting, evolving, or in a "between chapters" season, that question can make even the most capable people freeze - not because they're failing… but because they don't yet have the language for what's emerging. The FIX here is so simple, and instantly adds so much confidence back into whate
E19 - When Your Old Career Comes Calling: How to Decide What to Do Next
What happens when you finally start building something new…and your old world suddenly comes knocking? In this episode, Todd Jason and Chris Thide talk about one of the most confusing - and most common - moments in career change: unexpected opportunities from your old professional life showing up just as you begin to reinvent yourself. This is almost a predictable phenomenon, and they'll unpack wh
E18 - How to Know When It's The RIGHT Time to Make a Big Career Move
From the outside, everything looks fine. But on the inside, something feels off. In this episode, Todd Jason and Chris Thide talk about one of the most difficult - and most avoided - moments in a professional's life: realizing that a career has run its course before the proverbial sh** has hit the fan. They explore the allure of the 'Golden Handcuffs' and the quiet pain of staying in roles that no
E17 - Practical Strategies To Dissolve Fear, Doubt, and Self-Sabotage When ReInventing
In this important episode, Todd Jason and Chris Thide unpack one of the most overlooked parts of career reinvention: the old mental and behavioral patterns that surface when you step into something new. Fear. Doubt. Imposter Syndrome. Overthinking. AND all the wonderful 'check out' behaviors that come with these negative thoughts.If you are wanting to turn mindless social media scrolling or your t
E16 - Tired of Being a Lone Wolf? How To Find Collaborators When Reinventing Your Career
Reinventing your career is exciting - but trying to do it alone is one of the fastest ways to stall, burn out, or second-guess yourself. In this episode, Todd Jason and Chris Thide explore one of the most overlooked accelerators of successful career reinvention: collaboration. This is a grounded, honest conversation about why reinvention isn't a solo journey - and how the right collaborators, ment
E15 - How to Build Financial Runway When Changing Careers (Without Panic or Fantasy)
If you're thinking about reinventing your career - or already in the middle of it - this episode tackles the one topic most people avoid…money. Todd Jason and Chris Thide dive deep into how to think clearly, calmly, and strategically about your financial runway during career reinvention - without denial, fantasy, or panic-driven decisions. This conversation is honest, grounded, and incredibly prac
E14 - The #1 Skill You Need To Reinvent Your Career In Midlife
If you're in your 30s, 40s, or 50s and realizing, "I can't just keep doing this for the next 20-25 years"…this episode is for you. In this conversation, Todd Jason and Chris Thide go deep on one of the most overlooked pieces of any successful reinvention: Building New Skills on purpose. Not random courses. Not panicked certifications. Not shiny-object learning. They first walk you through how to h
E13 - Building a Portfolio Career: How To Make Money In Different Ways In Midlife
What if your next chapter isn't "one job" - but a mix of things you actually care about that together add up to your income and identity? In this episode of the ReInvention Podcast, Todd Jason and Chris Thide break down the rise of portfolio careers - designing work around multiple income streams instead of a single, traditional role. They talk honestly about why the old "one job, one ladder" mode
E12 - Should I Start a Business, Consult, or Stay Corporate? How to Decide
"I know I can't stay in this job… but I have no idea what to do next." Or maybe you've swung to the opposite problem: "There are so many things I could do - how do I choose?" In this episode, Todd and Chris break down one of the biggest challenges in midlife career reinvention: going from stuck and trapped → to overwhelmed by possibilities → to actually choosing and testing your next move. You'll
E11 - Feeling Too Old for a Career Change? Here's How Brian Succeeded
Have you ever thought, "I can't do this for another 10-20 years," but you have no idea what comes next?Or maybe you've been laid off after a long career and you're quietly wondering, "Am I too old to start over?" In this episode, Todd and Chris sit down with Brian Trembley, an engineer who spent nearly 30 years designing high-stakes medical devices for brain and spinal surgery. After more than 20
E10 - How to Become a Successful Entrepreneur After Corporate Life (6 Key Principles)
Thinking about leaving corporate to do your own thing, but also low-key terrified? You're not alone, and you're not crazy. The work world is changing fast, and a huge number of mid-career professionals are quietly wondering: "Could I actually become the CEO of my own life?" In this episode, Todd and Chris break down what it really takes to move from a corporate identity to entrepreneurship in midl
E9 - The Jobs AI Won't Take: How To Future-Proof Your Career
What careers actually have a future in an AI-driven world? In this episode, Todd and Chris get real about the future of work, what AI is actually going to disrupt, and how to build a career that's hard to replace because it is rooted in your uniquely human skills. They discuss the emerging statistics (like 39% of core job skills changing by 2030), why endlessly scrolling LinkedIn for the same old
E8 - The Most Important Skill to Master When ReInventing Yourself
Feeling stuck, uncertain, or finding yourself refreshing LinkedIn to chase the same uninspiring roles? In this episode, you will learn the most important trait necessary for any successful reinvention. Todd and Chris will show you how to create clarity as an action, experiment like a founder, and detach from perfect outcomes so you can build momentum fast. They'll also cover practical ways to test
E7 - How to Design Your Ideal Future Self (and Retire Your Old Identity)
If you're staring down "what's next?" after a solid run in corporate, this episode is your invitation to reinvent from the inside out. Todd and Chris unpack the real engine of lasting career change: identity. You'll learn how to define the future-self you want to grow into, gently retire the parts of your old identity that don't serve you, and build daily practices that make reinvention tangible.
E6 - How to Regulate Your Nervous System to ReInvent FASTER | Kelle Jacob
Reinvention isn't just a resume update. It's a nervous-system upgrade. In this powerful conversation, coach and former Estée Lauder innovation leader Kelle Jacob shares her Embodiment Method-a three-part framework to reinvent your career from the inside out. Self regulation must be a major part of any ReInventors repertoire because when we are in fight-or-flight we don't make smart decisions. In
E5 - Burned Out By Work And The World? How To Rebuild Your Mindset In Midlife
If you're a mid-career professional who's exhausted by your job and overwhelmed by the state of the world, this episode is for you. Todd and Chris get real about what "growth mindset" actually means when you're in your 30s, 40s or 50s, and when reinventing your career - and life - is on the table. The purpose of this episode is to give you a tangible framework for controlling - even bending - your
E4 - The 3 Stages of Career ReInvention: How To Game Plan Your Next Moves
Most people "reinvent" their career by… updating their LinkedIn and taking the same job somewhere else. That's not reinvention. That's relocation. In this episode, Todd Jason and Chris Thide break down how to actually game plan your reinvention so your next career move can be your best - because you designed it around who you want to become, not who you were. You'll learn the 3 stages of reinventi
E3 - How To Stay Motivated When You Don't Feel Like It (Midlife Career Reinvention)
Feeling stuck between "I know I need to change" and "I just don't feel like it today"? This episode is all about the real inner game of reinvention: your mindset. In this conversation, Todd Jason and Chris Thide unpack what it actually means to build a growth mindset when you're a mid-career professional facing big questions about work, money, and identity. Instead of vague "think positive" advice
E2 - How To Plan Your Next Career Move Like a CEO
If you're a mid-career professional staring down AI, burnout, layoffs, or the quiet dread of"I cannot do this for another 20 years," this episode is for you. Todd and Chris break down the 6 Tenets of Reinvention they use with clients and in their own lives - a practical framework to design your next chapter with intention instead of panic. This is the system Chris literally wishes he'd had 10 year
E1 - Stuck, Burned Out, or Just Unsatisfied? Career Reinvention Begins HERE
This first episode of The ReInvention Podcast dives into the real starting line of every successful career and life transformation: CLARITY. Todd Jason and Chris Thide break open the truth about why midlife reinvention feels so damn hard, why most professionals hit a wall, and why traditional career paths leave so many people burned out, bored, or quietly miserable. They share personal stories fr
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