Episodes

  • E13 - Building a Portfolio Career: How To Make Money In Different Ways In Midlife
    Jan 13 2026

    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 into fractional work, consultants, coaches, creators, and people testing small experiments on the side before they leap. This is not just theory. It's a practical roadmap for reinventing your career in a world of AI, burnout, and massive change.

    In this episode, you'll learn:

    • What a portfolio career actually is (and what it isn't)
    • How to start making a little bit of money in new ways without blowing up your life
    • Why your existing skills are way more transferable than you think
    • Smart ways to use your network without feeling salesy or weird
    • How to handle the emotional side of reinvention when people don't "get" what you're doing
    • Why creative projects and "non-money" experiments often lead to real opportunities
    • The mindset shift from "I need one perfect job" to "I'm the CEO of my own future"

    If you're burned out, bored, or just know you're meant for more than another decade of scrolling job boards, this conversation will help you see new options and give you permission to start small but real experiments now.

    Subscribe to the ReInvention Podcast for 2 conversations per week providing tools + real talk about designing the future of your work and life.

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    35 mins
  • E12 - Should I Start a Business, Consult, or Stay Corporate? How to Decide
    Jan 8 2026

    "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:
      • What you love
      • What you're good at
      • What the world needs
      • What you can get paid for
    • A simple way to create a list of real options (usually 10-20, not 50+)
    • How to run smart experiments instead of chasing the "one right answer"
    • Why talking to real humans (not just Googling at 2am) speeds everything up
    • How ego, shame, and perfectionism quietly block your reinvention
    • The difference between a single-focus path and a portfolio career
    • How to calm your nervous system so you can take bold but sane risks

    If you're in your 30s, 40s, or 50s thinking:

    • "I want to reinvent my career but I don't know where to start."
    • "I have all these ideas-how do I know which one to pursue?"
    • "What if I choose wrong and regret it?"

    …this episode will give you a practical framework and real-talk guidance to move from spinning in your head to taking clear, confident action toward your next chapter.

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    37 mins
  • E11 - Feeling Too Old for a Career Change? Here's How Brian Succeeded
    Jan 6 2026

    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:

    • Feeling burned out, misaligned, and as if the "dream machine" inside him had died
    • Getting laid off and refusing to "play it safe" by taking another misaligned job
    • To "betting on Brian" and launching his own consulting business and other creative projects

    You'll hear:

    • The subtle signs your career is out of alignment (before the burnout and layoffs hit)
    • How to tell the difference between 'productive discomfort' and pure fear
    • Why community, coaching, and asking for help can fast-track reinvention
    • How to use your experience and network to create a portfolio career in midlife
    • What it really looks like to surrender control and still move forward

    If you're a midlife professional wondering what's next-and whether it's too late to change-Brian's story is proof that you can redesign your life and career around who you are now, not who you used to be.

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    35 mins
  • E10 - How to Become a Successful Entrepreneur After Corporate Life (6 Key Principles)
    Jan 1 2026

    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 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

    *Subscribe, share this with a friend who's "corporate curious" about entrepreneurship, and keep following along as we map out what your work reinvention really looks like.

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    44 mins
  • E9 - The Jobs AI Won't Take: How To Future-Proof Your Career
    Dec 30 2025

    What careers actually have a future in an AI-driven world?

    In this episodeTodd 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 expertise plus AI into a new business, a burned-out exec who became a highly paid workshop leader for his former company, and mid-career professionals who are quietly building second careers in coaching, community, and creator work.

    If you've ever thought, "Who am I to do that? There are already so many people doing it…" this conversation is your invitation to think bigger, experiment more, and start building a future-proof career that actually fits the life you want.You'll learn:

    • Why AI is absolutely going to replace certain tasks and roles… and which parts of your job are most at risk
    • The durable "human skills" that are only becoming more valuable
    • How to honestly audit your current role for what's automatable vs. what's uniquely you
    • Why experimentation beats perfection, and how to treat your next moves like low-risk "life experiments" instead of irreversible bets
    • How to handle the fear of judgment ("who am I to do this?") and start sharing your work or ideas without waiting to be "ready"

    **Subscribe to our ReInvention Podcast and stay on the cutting-edge with fresh ideas and practical tools to navigate the future of your work!

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    41 mins
  • E8 - The Most Important Skill to Master When ReInventing Yourself
    Dec 25 2025

    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 your green light.

    Great for: career reinvention, mid-career pivots, side hustles, fractional work, entrepreneurship, and anyone who wants security and freedom in their next chapter.

    What you'll learn:

    • How "getting clarity" counts as action and the simple prompt to spark it
    • The fail-fast mindset for reinventors (the stakes are lower than you think)
    • Ways to open new income channels with small, fast tests
    • How to talk about your new identity so opportunities find you
    • The role of detachment and why "share the build" beats "wait until perfect"
    • 3 "unreasonable" actions you can take this week to create momentum

    **Subscribe to our ReInvention Podcast and stay on the cutting-edge with fresh ideas and practical tools to navigate the future of your work!

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    36 mins
  • E7 - How to Design Your Ideal Future Self (and Retire Your Old Identity)
    Dec 23 2025

    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.

    From 'clarity' weekends and morning pages to self-talk walks, and crisp new language for "what you do," this is a practical guide to becoming the person your next career actually needs. No hype-just honest tools, mindset shifts, and stories from the trenches to help you land work that's aligned, abundant, and way more fun. You'll learn:

    • How to map your future-self identity and use it as a north star
    • The allow & reflect method for releasing old patterns without bulldozing your feelings
    • Two zero-cost practices: morning pages and self-talk walks (and why they work)
    • Crafting a new narrative for "what you do" that feels true and opens doors
    • Why non-attachment accelerates reinvention more than white-knuckling goals

    **Subscribe to our ReInvention Podcast and stay on the cutting-edge with fresh ideas and practical tools to navigate the future of your work!

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    37 mins
  • E6 - How to Regulate Your Nervous System to ReInvent FASTER | Kelle Jacob
    Dec 18 2025

    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 this episode you'll gain access to a method for nervous system regulation so you can 'tone it down' and move forward with confidence.Kelle unpacks how a public failure on America's Next Top Model became a catalyst, how to handle the "upper limit" when good things start happening, and why corporate success and personal purpose can absolutely coexist.

    In this episode you'll learn:

    • How to rewire beliefs in a theta state so new possibilities actually stick
    • Practical breathwork to expand capacity and reduce fear in uncertain times
    • A simple test for when to push vs. pause during reinvention
    • Why "it all works out in the end" is a strategy, not a cliché

    Perfect for anyone leaving corporate, launching a side hustle, or seeking clarity, resilience, and real momentum.

    **Subscribe to our ReInvention Podcast and stay on the cutting-edge with fresh ideas and practical tools to navigate the future of your work!

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    42 mins