E10 - How to Become a Successful Entrepreneur After Corporate Life (6 Key Principles)
Release Date: 01/01/2026
E17 - Practical Strategies To Dissolve Fear, Doubt, and Self-Sabotage When ReInventing
ReInvention
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 typical 3-hour binge of Netflix every night into fuel for your Successful ReInvention this episode is for you! Inside the session you'll get specific strategies to: Understand the root cause of why...
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E16 - Tired of Being a Lone Wolf? How To Find Collaborators When Reinventing Your Career
ReInvention
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, mentors, and partners can help you move faster, smarter, and with far more confidence. Inside this episode, you'll discover: Why "lone wolf" reinvention often leads to unnecessary struggle How clarity...
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E15 - How to Build Financial Runway When Changing Careers (Without Panic or Fantasy)
ReInvention
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 practical. It's about replacing fear with clarity so you can make smarter moves and actually enjoy the reinvention process. In this episode, you'll learn: The two numbers every reinventor must...
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E14 - The #1 Skill You Need To Reinvent Your Career In Midlife
ReInvention
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 honestly assess the skills you already have, and then how to identify where the gaps are. This self-assessment is absolutely critical for anyone reinventing their career.. You'll hear Todd and Chris...
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E13 - Building a Portfolio Career: How To Make Money In Different Ways In Midlife
ReInvention
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" model is breaking down, and why now is the perfect moment to start experimenting with new ways to make money. You'll hear real stories from their clients and community: former executives turning skills...
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E12 - Should I Start a Business, Consult, or Stay Corporate? How to Decide
ReInvention
"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 learn: Why most of us were never taught how to make good career decisions The two phases of reinvention: "I have no options" and "I have too many" How to use the Japanese concept of Ikigai: ...
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E11 - Feeling Too Old for a Career Change? Here’s How Brian Succeeded
ReInvention
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 years with the same company, a wave of layoffs forced him out of a role that had once felt like a calling-and dropped him into a full-blown midlife ReInvention. Brian shares how he moved from: ...
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E10 - How to Become a Successful Entrepreneur After Corporate Life (6 Key Principles)
ReInvention
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 midlife - without blowing up your life overnight. They walk through their 6 Tenets of Reinvention and apply them directly to the "corporate → entrepreneur" leap and you'll also hear Chris' personal...
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E9 - The Jobs AI Won’t Take: How To Future-Proof Your Career
ReInvention
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 roles has diminishing returns, and why the smartest move right now is to think of yourself as the CEO of your own life and career. You'll hear real client stories: a laid-off designer who turned his...
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E8 - The Most Important Skill to Master When ReInventing Yourself
ReInvention
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 side hustles, open new income streams, and help you develop language so you can talk about 'what you're up to' with confidence. If you want motivation plus concrete next steps, this conversation is...
info_outlineThinking 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 midlife - without blowing up your life overnight.
They walk through their 6 Tenets of Reinvention and apply them directly to the "corporate → entrepreneur" leap and you'll also hear Chris' personal story of going from a 20-year corporate career to coaching and building a business, plus the traps he wishes someone had warned him about.
In this episode, you'll learn:
- The first kind of clarity you must get before you even think about quitting
- How to use mindset practically (not as a buzzword) when fear and doubt spike
- What "financial runway" and "emotional runway" really mean in a career reinvention
- How to start making money outside your job before you leave your job
- The 5 most common TRAPS reinventors fall into when starting entrepreneurship
- Several 'entrepreneur-acceleratoring' tips that will get you to success faster
If this conversation resonated with you, visit ReInvention.biz to explore our guided workbook and join a community of people just like you - people designing what’s next.
www.ReInvention.biz
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