The Corporate Escapee

Brett Trainor

You followed the rules. You climbed the ladder. But now you’re wondering… what if there’s more? Welcome to The Corporate Escapee Podcast—a show for GenX professionals who are done living a life around work and ready to start living life on their terms. Whether you’ve just started questioning your 9-5, got caught in a layoff, or are already out and building your own thing—this podcast is your roadmap to freedom. Hosted by Brett Trainor, a former corporate exec who escaped and never looked back, each episode features real conversations with real escapees, subject matter experts, and authors. You’ll hear the highs, the lows, and the practical strategies that help GenXers leave corporate—and stay out. 🎯 Inside each episode: • How to turn your corporate experience into income • Ways to land your first customer (without a website) • What’s working with consulting, fractional roles, and coaching • Mindset shifts to break free from fear and perfectionism • How to optimize for freedom, fulfillment, and flexibility If you’re feeling stuck, burned out, or just ready for something more—you’re not alone. Join thousands of others who are building the next chapter their way. ✨ It’s not just about leaving corporate. It’s about taking back control of your time, your money, and your future. It’s time to Get Busy Living.

  1. -18 H

    Networking Made Simple: David Ackert’s Proven Short List Framework for Escapees

    For most corporate escapees, networking and sales feel like the biggest hurdles to building a solo business. With hundreds of LinkedIn connections and decades of contacts, it’s easy to feel overwhelmed—or worse, to avoid networking altogether. Enter David Ackert—author of The Short List and winner of the 2025 Non-Fiction Book Award. David has spent 20+ years helping professionals grow their books of business and has distilled his research into a simple, proven framework that removes the guesswork from networking. In this episode, David shares how to replace random outreach with a focused, confidence-building system that actually drives results. What You’ll Learn: Why a bloated network isn’t useful—and how to focus on the 9–35 relationships that matter mostThe three categories every escapee needs: prospects, clients, and connectorsHow to re-engage dormant ties for new opportunitiesThe “14 interactions” rule and why most people quit too soonWhy doing structured free work can accelerate your first paying clientsHow GenXers’ natural problem-solving and “be helpful” mindset is a superpower in building trustWhy confidence isn’t faked—it grows naturally from following a consistent system About David Ackert David is the President of Ackert Inc., creator of the PipelinePlus Tracker app, and author of The Short List. He has dedicated his career to helping professionals simplify business development through intentional, value-driven relationships. 👉 Connect with David: • Website: pipelineplus.com • LinkedIn: David Ackert 👉 Resources: • Get your copy of The Short List wherever books are sold

    46 min
  2. 27 AOÛT

    Nail Your Messaging and Master the 6 Questions Every Client Will Ask w/ Tom Freedman

    One of the biggest challenges GenX escapees face after leaving corporate isn’t expertise—it’s business development. How do you find customers, create clarity in your message, and grow without getting stuck in trial-and-error mode? In this episode, I sit down with Tom Freedman, a lifelong entrepreneur who has built six businesses and now helps solopreneurs and small business owners design simple, effective growth strategies centered around relationships. We dive into: • Why most escapees waste time on “shiny” strategies that don’t move the needle • The Three-Headed God of Growth—marketing, business development, and sales—and how solos should prioritize them • Tom’s SAM framework (Solution, Audience, Message) and how it fuels growth • The 4 Cs of messaging: Clear, Concise, Compelling, and Consistent • How to handle the six questions you’ll face on every discovery call • Pricing strategies that balance affordability for clients with sustainability for you • Why clarity and consistency in your message is the #1 growth driver Tom doesn’t just share theory—he lays out practical steps you can apply immediately to land clients faster, refine your message, and build a business you actually want to run. And yes, we already teed up Part 2—where Tom will come back to break down how to consistently get in front of the right people. Connect with Tom Freedman: • 🔗 LinkedIn: Tom Freedman

    50 min
  3. 21 AOÛT

    From Corporate Stress to Strength Training: A Dual Playbook for GenXers

    Dual Takeaway: This episode is a two-for-one: inspiration for escaping corporate and practical fitness guidance for living longer, stronger, and on your own terms. What happens when you realize corporate life just isn’t for you—before it consumes decades of your career? Greg Bogdanski found out early. After stints in investment banking and consumer goods, Greg walked away to follow his lifelong passion for health and fitness. Today, he runs a growing training facility in Tennessee, helping athletes and adults build strength, resilience, and confidence. In this conversation, Greg shares the lessons he learned from leaving corporate early, the challenges of opening a gym from scratch, and how fitness principles apply to GenX escapees looking for longevity and freedom. We discuss: • Why Greg knew corporate wasn’t his long-term path • How he turned a side passion into a business—starting with training kids in a park • The role of experimentation and iteration when launching something new • Marketing strategies that are working for small gyms today (Instagram, Facebook, email) • The importance of play, movement, and mental resilience for kids (and adults) • Fitness and longevity tips for GenXers: • Why walking is the most underrated exercise • How to structure a simple 3-day strength training plan • The 80/20 approach to cardio and nutrition • Why building a plan—whether in business or fitness—is the key to freedom Connect with Greg: • Instagram: https://www.instagram.com/greg_bogdanski_iii/ • https://www.instagram.com/peak_performancetraining_tn/

    30 min
  4. 21 AOÛT

    Laid Off After 27 Years—And Finding Fulfillment Beyond Corporate w/ Thea Watkins

    After 27 years in corporate—including an executive role—Thea Watkins never imagined she’d end up running her own business. A layoff forced her to pause, reflect, and rethink what she really wanted. Instead of jumping back into another corporate job, Thea leaned into her passions: leadership, people development, and inclusive workplaces. Today, Thea runs a portfolio career that blends teaching, coaching, facilitation, and consulting. She’s proof that your decades of experience are not only valuable but highly transferable into meaningful and fulfilling work. In this episode, we cover: • Why your corporate identity can be the hardest thing to leave behind • How to intentionally build an external network after decades in one company • The path from executive leadership to adjunct professor (and why more escapees should consider it) • The real value of coaching—for both yourself and your clients • Practical advice for preparing mentally and emotionally for a corporate exit • Why focusing on values and fulfillment is more powerful than chasing a “perfect” plan If you’re curious about life after corporate, in the middle of transition, or already building your next chapter, Thea’s story shows that fulfillment and freedom are possible—if you’re willing to step into the unknown. Resources & Links: • Website: theawatkinsconsulting.com • LinkedIn: Thea Watkins

    36 min
  5. 8 AOÛT

    UGC for Gen X: How to Make Money Creating Content (No Followers Needed) W/Megan Collier

    Episode Summary: Think UGC (User Generated Content) is only for 20-somethings? Think again. In this episode, I’m joined by Megan Collier—UGC creator, coach, and champion for Gen Xers and Boomers who want to turn their creativity into a revenue stream. Megan shares how she went from scrolling TikTok with just 200 followers to replacing her six-figure corporate income in just 14 months. We break down exactly what UGC is, why brands want creators over traditional actors, and how YOU can get started—no big following required. If you’ve ever wondered whether you could make money creating content from home (without becoming an influencer), this conversation will open your eyes to what’s possible. What You’ll Learn in This Episode: • What UGC is (and isn’t) — and why brands are spending big on it • How Megan replaced her six-figure corporate income with UGC in 14 months • Why Gen Xers and Boomers are in high demand in this space • How to build a simple portfolio (even with zero experience) • Where to find your first UGC clients • The right way to pitch brands so you stand out • Pricing tips, contracts, and the AI “likeness” clause you must watch for Whether you want a creative outlet, extra cash, or a full-time business, UGC could be your next big opportunity. Connect with Megan: • TikTok & Instagram: @megan_ugc • Ultimate UGC Course: Learn More Here

    41 min

À propos

You followed the rules. You climbed the ladder. But now you’re wondering… what if there’s more? Welcome to The Corporate Escapee Podcast—a show for GenX professionals who are done living a life around work and ready to start living life on their terms. Whether you’ve just started questioning your 9-5, got caught in a layoff, or are already out and building your own thing—this podcast is your roadmap to freedom. Hosted by Brett Trainor, a former corporate exec who escaped and never looked back, each episode features real conversations with real escapees, subject matter experts, and authors. You’ll hear the highs, the lows, and the practical strategies that help GenXers leave corporate—and stay out. 🎯 Inside each episode: • How to turn your corporate experience into income • Ways to land your first customer (without a website) • What’s working with consulting, fractional roles, and coaching • Mindset shifts to break free from fear and perfectionism • How to optimize for freedom, fulfillment, and flexibility If you’re feeling stuck, burned out, or just ready for something more—you’re not alone. Join thousands of others who are building the next chapter their way. ✨ It’s not just about leaving corporate. It’s about taking back control of your time, your money, and your future. It’s time to Get Busy Living.

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