ReInvention

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:

• Why creativity will matter more as AI transforms jobs and industries
• The biggest trap reinventors fall into: hiding in busywork instead of creating
• How to block "creative time" like it's a real pillar of your work (and why the to-do list never ends)
• The truth about imposter syndrome: why it's normal, and what to do anyway
• A simple rule for creative output: let it be messy first, edit later

If you're building a business, launching a portfolio career, writing, posting, creating offers, or trying to figure out your next move…this is your reminder: your uniqueness is the asset. Time to get weird, and make it real!

**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.

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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.

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 ReInvention killer: isolation - the echo chamber of your own thinking - and how to replace it with a structure that creates momentum, confidence, and follow-through.

You'll learn:

• Why "being busy" isn't the same as progress (and how corporate structure hides that)
• The two types of accountability every Reinventor needs: self-tracking + external support
• How to build a simple weekly + monthly self-assessment system that changes behavior fast
• How to choose the right accountability partners (and why your spouse can't be your whole team)
• How community, coaching, and peer support turn reinvention from lonely to inevitable

Bookmark this if you're building your next chapter and you can feel yourself drifting into solo mode. This is your reminder to stop white-knuckling it and start building your team.

**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.

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 slow. The process becomes the job. The misalignment grows.

Instead of making one massive leap, Roxana applies product thinking to her own career reinvention: form hypotheses, run experiments, collect data, and iterate. The result is a portfolio approach - building flexibility and momentum while she explores what's next.

What we cover:

• The moment corporate success stops feeling aligned, even when the mission is meaningful
• How Roxana gave herself "permission" to step off the treadmill
• Designing a portfolio career: advisory/consulting, fractional product leadership, and founder exploration
• Why "betting on yourself" is a skill - and how to build it without blowing up your life
• The ReInvention superpower most people skip: feedback, accountability, and community

If you're a high-achiever who's quietly thinking, "I can't keep doing it this way," Roxana's story will help you rethink what's possible - and how to move forward with clarity without needing a perfect 20-year plan.

**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.

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 opportunity while you're in the process. They talk about the mindset shift that wins right now - authenticity over perfection - especially in an era of AI-generated content and copy-paste posts.

You'll learn how to update your profiles without panicking, how to share your ReInvention without oversharing, why the algorithms are more "interest-based" than "Aunt Sally is judging you," and how to create a simple 30–60 day social strategy that helps you find your people (not chase influencer status).

Plus: why being a little more real - and even a little more weird - stands out in a world of generic, automated content.

If you're in a career transition, building a business, or exploring what's next - this will help you show up online with confidence, clarity, 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.

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.

**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.

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.

**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 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.

**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.

ReInvention can be stressful. Uncertainty ramps up anxiety, drains your energy, and can pull you into numbing habits that keep you playing small.

In this episode, Todd and Chris break down a simple way to protect your momentum: build a daily "scaffold" that boosts vitality, focus, and optimism while you're reinventing your career.

You'll learn:

• Why most reinventors struggle when they leave the structure of corporate life
• How to replace that structure with habits that are healthier and 'more human'
• A series of basic, high-impact practices for your morning and evening routines
• A proven way to wind down at night and improve sleep (reducing mental noise)
• How to stay motivated and positive as you're in transition

Chris also shares some useful strategies like removing your phone from the bedroom and switching from doom-scrolling to reading, so your brain can actually recover.

If you're in a career transition, building something entrepreneurial, or just trying to avoid burnout while you figure out "what's next," this episode gives you a grounded, repeatable system to stay strong - physically, mentally, and emotionally - so you can make better decisions and move forward with confidence!

**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 building a consulting practice, doing some fractional work, or starting any kind of entrepreneurial / "hang-my-shingle" venture, here's the truth: your results won't matter if you can't sell.

In this episode, Todd and Chris break down sales in a way that's clean, human, and repeatable - especially if you've spent years in corporate and the word "selling" makes you tense up.

You'll learn why the best sales conversations aren't about pitching harder, they're about listening deeper.

• The 4 key Pillars within any business - and a way to identity your strong suits and weak areas
• The shift that changes everything: you're not selling a product - you're selling a future outcome
• Why "deep curiosity" beats persuasion (and how it makes closing feel natural)
• The moment most people avoid: asking directly for the sale (and how to do it without getting weird)
• The power of silence after the ask - and how to handle objections without spiraling
• A key skill most people skip: expertise in the manner by which you actually sell (online vs. phone vs. face-to-face, for example)

If you've ever thought, "I'm great at what I do… I just don't know how to sell it," this is your episode.

**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 in the middle of a career transition, you've probably felt this tug-of-war:

Part of you knows you need space… time to decompress, process what happened, and heal from the emotional toll of your old work life.

Another part of you feels intense pressure to move fast… to make money again, prove this wasn't a mistake, and "figure it out" as quickly as possible.

In this episode, Todd and Chris unpack the real (and rarely discussed) dilemma: how to balance healing with forward momentum so you don't get stuck in reflection…and you also don't rush into the same patterns that created the burnout in the first place.

Inside the conversation:

• Why "push through" works, until it doesn't
• The hidden cost of skipping the processing/healing phase
• How financial runway (and real-life situations) change the pace of ReInvention
• Why taking time to reflect often accelerates new successes instead of delaying them
• A practical way to build self-reflection into daily life while still moving forward
• What it looks like when your work finally feels integrated with who you are

This is an honest, human episode for anyone who's trying to build what's next without ignoring what the old chapter did to them.

**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.