Brett Trainor

The Time Rich Project (formerly the Corporate Escapee)

The mission: help 1 million GenXers escape corporate control and build life-first futures. Corporate trained us to build our lives around a job description. Most of us didn't notice until something cracked. A layoff. A burnout. A quiet morning where we realized we'd traded a life for a paycheck. This show is for GenXers who are done letting corporate run the whole show. Some of you are still in, stirring. Some just got walked out. Some are a year past the WTF moment and figuring out what comes next. The work is the same. Take back control of the six things that actually matter. Financial. Frie...

Author

Brett Trainor

Category

Education

Podcast website

escapeeinsider.beehiiv.com

Latest episode

May 29, 2026

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Episodes

Why Podcasting Might Be the Smartest Side Door Out of Corporate w/Mark Hayward 08.01.2026

What if podcasting wasn’t just content—but a bridge out of corporate? In this episode, Brett sits down with Mark Hayward, former PwC and KPMG consultant turned podcast host and podcast guesting entrepreneur, to break down his escape from corporate—and ...

You Don’t Need to Quit to Escape: Build Your Exit on the Side w/ Sam Lee 07.01.2026

If you know corporate isn’t for you but you can’t see a clean exit, this episode is your roadmap. Brett sits down with Sam Lee (Indie Collective) to break down how experienced professionals can build a “portfolio career” — consulting, coaching, fractio...

New Year-> New You: 7 Steps to Take Back Control From Corporate 24.12.2025

Get the New Escapee Starter Kit Here If you know corporate is broken—but you’re not ready to quit—this episode is for you. In this year-end solo episode, Brett walks through 7 practical steps to help you rethink your relationship with work, assess how ...

Keep It Small. Keep It All. (Live Workshop on Escapee Taxes + Business Setup) 18.12.2025

This episode is a live mini-workshop recorded with members of the Escapee Collective (and released here because it was too useful to keep inside the community). My guest Diane Kennedy (CPA) breaks down what most new escapees get wrong about taxes and b...

Your Corporate Escape Plan: Insurance Policy, Not Leap of Faith 08.12.2025

If you know corporate is broken but jumping straight into solopreneur life feels like too big a leap, this episode is for you. Brett breaks down how to treat your “escape plan” like an insurance policy—not a dramatic leap off a cliff. You don’t have to...

Own the Room: How to Communicate So You’re Heard, Seen & Respected w/ Jake Stahl 05.12.2025

If you’ve ever walked out of a meeting thinking, “Why didn’t that land?” Or if you’ve ever felt invisible in corporate… Or if you’re building a life outside of corporate and wondering why some conversations connect and others fall flat… This episode wi...

Corporate Quit on Her — She Built a Business Faster Than She Could Job Hunt w/ Clair Sullivan 26.11.2025

What happens when corporate stress gets so bad you literally can’t swallow solid food? That’s where Claire Sullivan found herself. On December 1st, 2023, corporate quit on her — and she took what most people would call the riskiest step possible: She b...

He Left a Cushy CFO Job to Fix a Broken System (with Clym.io Founder Michael Williams) 22.11.2025

Freebie from Michael: 20% off: https://www.clym.io/p/bretttrainor Most solo businesses are focused on getting clients—but ignore the compliance risks that can quietly wreck everything. Former tax attorney and CFO Michael Williams joins Brett to break d...

How One TikTok Video Built the Corporate Escapee Movement 19.11.2025

This episode is a little different. I was a guest on Catherine Jelinek’s podcast, Breaking Through the Noise — and she generously allowed me to share the full conversation with you. We talk about leaving corporate, taking action, finding traction on Ti...

Bet on Yourself: From Video Agency to Solo Productized Service with Neil K. Carroll 12.11.2025

Today I’m joined by Neil K. Carroll, founder of vidwheel, who took the long way out of corporate: video agency → higher-ed job → rebuilding as a lean solo business. Neil shares how a simple testimonial project for a startup turned into something much b...

He Didn’t Just Escape Corporate—He Left the Country W/Ed Patterson 11.11.2025

Download the FREE Escapee Starter Kit Episode Summary After nearly 30 years in corporate communications, Ed Patterson didn’t just leave corporate—he left the country. He and his partner planned their move to Portugal, secured residency, and designed a ...

The Go-Giver Playbook for Escapees (Greatest Hits) 06.11.2025

Guest: Bob Burg, co-author of The Go-Giver Note from Brett: This Greatest Hits episode is one of the most shared conversations we’ve ever had — and for good reason. If you’re trying to land your first clients or grow your solo business, Bob’s Go-Giver ...

Healthcare for a Company of One: A Real Alternative for Solopreneurs w/Tom Morrissey 30.10.2025

Healthcare is the #1 concern from wannabe escapees DM Brett about. Today, benefits veteran and fellow escapee Tom Morrissey breaks down a solo-friendly health plan designed for one-person companies: Solo Health Collective. We cover who qualifies, how u...

Beyond the Escape: How to Stay Free (and Profitable) as a Solopreneur w/ Jenni Gritters 29.10.2025

What happens after you escape corporate? How do you make your solo business work long-term—without burning out or losing the freedom you left for? In this episode, Brett sits down with Jenni Gritters, author of The Sustainable Solopreneur and coach to ...

The Future Isn’t AI Automation — It’s AI Augmentation (with Michael Himmelfarb) 24.10.2025

GenX built the systems everyone’s now trying to automate — and that’s exactly why we’re built for what’s next. In this episode, I’m joined by Michael Himmelfarb, one of the original corporate escapees, to talk about why the real opportunity with AI isn...

17 Ways (Plus 2 Bonus) to Monetize Your Corporate Experience w/Brett Trainor 22.10.2025

About this episode In this solo “CliffsNotes” episode, Brett breaks down how to actually make money from your corporate experience — not theory, not startup fantasy — just 17 real ways GenXers are doing it (plus 2 bonus options if you’ve got some capit...

The Ignorance Tax: How to Build a Lean, Automated Solo Business with Paul Durelli 14.10.2025

Paul Durelli returns to The Corporate Escapee Podcast one year after his first appearance to share what’s changed, what’s working, and where he sees the biggest opportunities for corporate and medical professionals looking to escape traditional systems...

From Corporate to Calling: A Practical Path to Purpose w/ Lisa Petrilli 11.10.2025

If your “great job” feels increasingly empty, this one’s for you. Former corporate leader Lisa Petrilli (Medline/Baxter) shares a practical approach to discovering your Life Quest —the next chapter where purpose, agency, and freedom replace autopilot. ...

Local First, Personal Always: Selling Solo to Small Business Owners (with Robert Lock) 08.10.2025

Robert Lock went from corporate sales leadership to running supply chain during COVID—then used that “between lanes” moment to launch his own firm, Buffalo Mountain Sales Strategies. In this episode, he and Brett dig into how GenX escapees can win clie...

Fans First: Jesse Cole’s Playbook Behind the Savannah Bananas Phenomenon 27.09.2025

When I first interviewed Jesse Cole—the man in the yellow tux and founder of the Savannah Bananas—the team had just started selling out games in Savannah. Fast forward to today, and the Bananas are a global sports and entertainment phenomenon: • A tick...

The Chief Energy Officer: What GenXers Can Learn from GenZ Purpose w/Conrad Hawley 24.09.2025

What GenXers stuck in corporate can learn from a 22-year-old former D1 athlete who walked away from the easy path, found his purpose, and chose to serve others—even when it was uncomfortable. I like to connect the dots and showcase what's possible if w...

Your AI Advantage: Why GenX Escapees Are Built to Cash In (with Naveen Aggarwal) 23.09.2025

Brett and Naveen break down how GenX escapees can use AI to work faster, earn more, and de-risk the leap from corporate. You’ll learn where AI actually helps (and where it doesn’t), how to turn your experience into simple, repeatable, AI-enabled servic...

Your First Revenue Stream Outside Corporate (with Lee Ann Pepper) 17.09.2025

We’re launching a new recurring segment with Lee Ann Pepper focused on real-world revenue ideas for corporate escapees. If you’ve ever asked yourself, “How would I actually make money if I left corporate?” this episode is for you. Lee Ann and I break d...

Networking Made Simple: David Ackert’s Proven Short List Framework for Escapees 12.09.2025

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 Da...

All Things Fractional: Your Complete Guide with Karina Mikhli 05.09.2025

Fractional, Defined: How to Lead (Not Freelance) with Karina Mikhli What does “fractional” really mean—and is it the right next step after corporate? In this episode, I sit down with Karina Mikhli, founder of Fractionals United, Fractional COO, and COO...

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