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 beyond the headlines and into the deeper questions:

• Will AI really replace knowledge work?
• Does AI actually understand what it's saying?
• What happens when digital agents become part of our daily lives?

And perhaps most importantly:

How do we prepare ourselves - and our kids - for a future that may look radically different from the world we know today?

At one point in the conversation, Max makes a startling prediction:

"I think it'll break society."

Not because AI is evil.

Because the pace of change may be faster than our institutions, careers, education systems, and culture can adapt.

**Subscribe to the ReInvention Podcast for more thought-provoking conversations about the future of work, practical tools concerning career transitions, and insights about AI and emerging technologies that will help you stay ahead of the game.

And if this conversation resonates with you, visit ToddJason.com and sign up for my weekly newsletter "The Future of Work" and download some resources that will help you make great decisions about your next steps.

https://ToddJason.com

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 500 companies, private equity firms, hedge funds, and high-growth startups.

What surprised me most wasn't her perspective on AI.

It was her perspective on identity.

According to Nikki, the people who will thrive in the years ahead aren't necessarily the smartest or the most technical.

They're the people willing to embrace a new identity:

"I am a learner. I embrace change."

We explore the mindset shifts, leadership principles, and practical tools that help people stay calm, adaptable, and effective in a world that's changing faster than ever.

You'll hear:

• Why AI won't replace your humanity
• The skills becoming more valuable - not less - in the age of automation
• How great leaders create calm during uncertainty
• A powerful visualization exercise used by top executives
• Nikki's "Ready, Set, Go" framework for navigating change and creating momentum

If you're feeling overwhelmed, uncertain, or wondering how to navigate the future of work, this conversation is for you.

**Subscribe to the ReInvention Podcast for more thought-provoking conversations about the future of work, practical tools concerning career transitions, and insights about AI and emerging technologies that will help you stay ahead of the game.

And if this conversation resonates with you, visit ToddJason.com and sign up for my weekly newsletter "The Future of Work" and download some resources that will help you make great decisions about your next steps.

https://ToddJason.com

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, CEOs, investors, AI pioneers, and people who have completely reinvented their careers, one thing has become incredibly clear:

Technology isn't the real story. Identity is - and the daily decisions you make right now matter more than ever.

In this opening solo episode of Season 3, I summarize the mindset shift that inspired the evolution of the ReInvention podcast - and the two qualities I believe will separate the people who build thriving careers from those who struggle in the years ahead.

You'll learn:

• How the greatest leaders feel when they wake up in the morning.
• Why taking space and thinking BIGGER is absolutely necessary right now.
• Why the mindset of curiosity + resilience is the master recipe for success
• Why the goal isn't to avoid failure - it's learning to reinvent yourself faster.

This episode is your manifesto to engage in the changing world of work. Do NOT sit on the sidelines in any way. Listen, practice and share…

**Subscribe to the ReInvention Podcast for more thought-provoking conversations about the future of work, practical tools concerning career transitions, and insights about AI and emerging technologies that will help you stay ahead of the game.

And if this conversation resonates with you, visit ToddJason.com and sign up for my weekly newsletter "The Future of Work" and download some resources that will help you make great decisions about your next steps.

https://ToddJason.com

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 years ago when he was stuck in a big corporate job, burned out, and feeling trapped.

In this conversation, they unpack:

• Why clarity comes first and how to start designing a future you're actually excited about
• Growth mindset without the buzzword BS – using optimism as a real career strategy, not a meme
• Game planning like the CEO of your own life, not just reacting to the next reorg or layoff
• The moment thinking stops and taking action begins (and what that action can look like)
• Skill-building in the age of AI – how to become a student again without starting from zero
• Why isolation kills reinvention and how accountability + community massively speeds things up

If you're in that "anything but this… but I don't know what's next" phase, this episode will give you a language, a roadmap, and a starting point to move forward.

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

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 from corporate exits, identity unraveling, and the uncomfortable (but liberating) process of rediscovering who you actually are beneath decades of expectations.

This episode explores how getting CLARITY works, why most people get it wrong, and how to create a powerful "North Star" vision that guides your next chapter. You'll hear the exact practices Todd and Chris use with thousands of Reinventors—including the surprisingly emotional "write your own eulogy" exercise—and why dreaming bigger than seems reasonable is the secret sauce for designing work and a life that lights you up.

If you're in your 30s, 40s, or 50s - feeling stuck, uninspired, or hungry for more purpose, this conversation will feel like someone finally turned the lights on.

Whether you're reinventing your career, considering a leap into entrepreneurship, or simply craving a more meaningful life, this episode shows you where the journey truly begins.

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

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…until it gets messy.

We talk openly about our own partnership - where it's worked, where it's been hard, and what we've had to learn in real time to keep moving forward.

You'll hear:

• The difference between transactional vs. relational thinking (and why it matters)
• How to actually collaborate when people work differently than you
• The power of slowing down, listening, and having the hard conversations
• How real human connection creates opportunities you can't plan for

This isn't about "networking."

It's about learning how to connect, communicate, and build with other humans - especially in a world that's pulling us further apart.

**Subscribe to the ReInvention Podcast to stay plugged into fresh ideas, frameworks, and real-world tools for navigating the future of your work and life.

_____________

Todd Jason is an executive coach and career transition specialist. For more resources and to book some 1:1 time with him visit www.ToddJason.com.

Chris Thide is a career strategy coach focused on helping people find and do work they love. After 2 decades in corporate, Chris is a powerful guide and you can visit www.christhidecoaching.com to learn more.

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 for this episode, and it's a 'must listen' for anyone navigating career transitions. Chris and Todd break down why uncertainty isn't something to avoid, it's something to work with.

We talk about what's actually happening inside companies right now, why the idea of "certainty" was always a bit of a myth, and how to start making decisions even when you don't have all the answers. You'll hear:

• Why uncertainty can unlock opportunity (not just fear)
• How to stop spinning and start thinking clearly again
• The shift from transactional networking → real relationships
• Why slowing down might be your biggest advantage right now

This is the skill: learning how to move forward without knowing exactly how it's all going to play out.

**Subscribe to the ReInvention Podcast to stay plugged into fresh ideas, frameworks, and real-world tools for navigating the future of your work and life.

_____________

Todd Jason is an executive coach and career transition specialist. For more resources and to book some 1:1 time with him visit www.ToddJason.com.

Chris Thide is a career strategy coach focused on helping people find and do work they love. After 2 decades in corporate, Chris is a powerful guide and you can visit www.christhidecoaching.com to learn more.

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 control over his life. This one hits on everything people struggle with:

• "Is it too late for me?"
• "What about the money?"
• "What if I fail?"

John lived all of that - and did it anyway. You'll hear:

• The exact moment he decided to leave (and why he couldn't go back)
• How he transitioned into a completely new career from scratch
• Why relationships - not cold outreach - became his biggest driver of success
• Why having fun might be the most underrated career advantage

And maybe the most powerful moment:

His advice to anyone stuck in a career they've outgrown - burn the bridge and go.

**Subscribe to the ReInvention Podcast to stay plugged into fresh ideas, frameworks, and real-world tools for navigating the future of your work and life.

_____________

Todd Jason is an executive coach and career transition specialist. For more resources and to book some 1:1 time with him visit www.ToddJason.com.

Chris Thide is a career strategy coach focused on helping people find and do work they love. After 2 decades in corporate, Chris is a powerful guide and you can visit www.christhidecoaching.com to learn more.

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 the ground up, without having it all figured out first.

This isn't a theory. It's real life. We talk about:

• The moment she knew she couldn't stay in her 9–5 anymore
• How she actually made the leap (during COVID, no less)
• Why fear doesn't go away - you just learn to move anyway
• How she turned a creative passion into a real, growing business

There's no "perfect plan" in this story. Just action, risk, doubt, wins, setbacks—and momentum.

**Subscribe to the ReInvention Podcast to stay plugged into fresh ideas, frameworks, and real-world tools for navigating the future of your work and life.

_____________

Todd Jason is an executive coach and career transition specialist. For more resources and to book some 1:1 time with him visit www.ToddJason.com.

Chris Thide is a career strategy coach focused on helping people find and do work they love. After 2 decades in corporate, Chris is a powerful guide and you can visit www.christhidecoaching.com to learn more.

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.

This isn't a "burn it all down" story. It's a masterclass in Strategic ReInvention - making a plan, running experiments, and betting on yourself before you feel fully ready.

We dive into:

• Why most people stay stuck (and how to break out)
• The financial reality of reinventing yourself
• How to test a new path without blowing up your life
• Navigating identity, fear, and starting over
• Why ReInvention isn't one move - it's a lifelong mindset

Sara also opens up about neurodivergence, entrepreneurship, and how embracing who you actually are can unlock entirely new paths.

If you've ever thought: "How did I get here… and what do I do next?" - this episode is for you.

**Subscribe to the ReInvention Podcast to stay plugged into fresh ideas, frameworks, and real-world tools for navigating the future of your work and life.

_____________

Todd Jason is an executive coach and career transition specialist. For more resources and to book some 1:1 time with him visit www.ToddJason.com.

Chris Thide is a career strategy coach focused on helping people find and do work they love. After 2 decades in corporate, Chris is a powerful guide and you can visit www.christhidecoaching.com to learn more.