ReInvention

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 money, but freedom, creativity, and co...

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 thriving photography business from ...

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 creative income streams on her own terms...

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 messy.

We talk openly about our own par...

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 energy actually means (and why eve...

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 talk about what most people get wron...

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 also get practical. If you're mid-care...

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 and Todd break down why uncertainty ...

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 collapses. Mortgage. Bills. Kids. Exp...

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 accelerators of successful career rei...

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 replace because it is rooted in your...

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 grow into, gently retire the parts...

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 ReInvention starts with clarity an...

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 make it" gets misunderstood (and w...

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 structured corporate life.

We cover:

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.

In this episode, we dig into the #1 ...

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 gap between insight → action gets...

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 building momentum, community, and opportun...

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 belt," and why mid-career can be t...