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 the best time to make a change - if you approach it with the right mindset. We dig into the difference between low agency (AI feels terrifying) and high agency (AI becomes jet fuel), and Bill shares a practical framework for exploring your next chapter without blowing up your life overnight.

In this conversation, we cover:

• Why career regret is so common, and how to reverse it
• Bill's "Never Too Late" philosophy for mid-career reinvention
• How to build a "dream job folder" and test your next path before you leap
• The smartest way to use mentors, peers, and aspirational models
• Bill's blunt advice on AI: you can't stop it, so learn to wield it

If you're navigating burnout, uncertainty, or the feeling that your work isn't you anymore, this episode is a permission slip + a playbook. If this conversation resonates 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

**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.

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 strategies to stay connected while working independently that include a few JEDI techniques to spurn amazing creativity:

• Integrating 2–3 non-work anchors (sports, classes, hobbies) into your weekly rhythm
• Using walks and neighborhood connection as a daily reset
• Changing where you work (cafes, coworking, "micro-commutes")
• Creating intentional "CEO-level" work trips (conferences, meetups, learning rooms) to replace the structure corporate used to provide.

We also talk about how to use technology as a tool for real rapport, not transactional Zoom fatigue - and why being proactive about connection isn't a luxury but part of your ReInvention plan.

If you're reinventing your career, starting a business, consulting, or building a portfolio career, this episode will help you stay human, stay motivated, and build community on purpose.

If this conversation resonates 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

**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.

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 misaligned work long after it stops working. They talk about why "providing" is more than a paycheck (presence, energy, relationships, legacy), how fear and scarcity get passed down through generations, and why staying in the wrong career can quietly cost you the very family life you're trying to protect.

They also get a bit personal with their own stories. Chris reflects on losing his dad when he was 25 and the conversations they had towards the end. Todd shares some personal challenges he and his wife are currently dealing with when it comes to the question: 'What is a breadwinner - and what are we really providing'.

At the end you'll understand why courage is the most important muscle that makes ReInvention possible - even when you feel like you have no room to fail.

If you've ever thought, "I can't change - everyone depends on me," this episode is for you.

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

**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.