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PODCAST

The Corporate Escapee

Stuck in corporate? You"re not alone. Corporate is broken. Loyalty is dead. Layoffs are coming. And you know it. But here"s the truth most won"t tell you: Building your own thing is easier than finding your next corporate job. I"m Brett Trainor—corporate escapee after 25+ years—and I"ve helped 500+ professionals escape and build $10K-$50K/month solopreneur businesses using their corporate experience. No unicorn startups. No venture capital. Just you, your laptop, and the expertise you already

business entrepreneurship

All Episodes

41:46

From $40K in Debt to $20K Months: The No-BS Path to...

The Corporate Escapee ·

2026/01/14

What if scaling your business didn’t require hiring, hustling harder, or stacking endless clients?In this episode, Brett sits down with Pia Silva (No BS Mastery) to break down a simple model for building a highly profitable solo (or two-person) business — built around intensives, clear boundaries, and pricing for outcomes (not hours).Pia shares how she and her husband went from $40K in debt to $500K in revenue by shifting from long, drawn-out projects to a focused, high-value intensive model. Then

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18:02

Why Most Corporate Escapees Fail (And How to Avoid It)

The Corporate Escapee ·

2026/01/12

Why do so many people leave corporate… only to end up going back?In this solo episode, Brett breaks down the two core reasons most corporate escapees fail—and more importantly, how to avoid them.Failure here doesn’t mean experimenting and choosing corporate again. It means wanting out, trying to go solo, and giving up before momentum ever takes hold.If you’re thinking about leaving corporate—or you’ve already made the leap—this episode will help you understand what really trips people up and how to

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37:18

Why Podcasting Might Be the Smartest Side Door Out of...

The Corporate Escapee ·

2026/01/08

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 how podcasting quietly became one of his most powerful tools.Mark shares how he started a podcast while still in corporate, not to make money, but to build confidence, find his voice, and explore what life outside the corporate box could look like. That

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39:52

You Don’t Need to Quit to Escape: Build Your Exit on...

The Corporate Escapee ·

2026/01/07

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, fractional work, and productized services — without quitting their full-time job first. Sam shares the simple frameworks that helped him build $1M+ in annual revenue through independent work for over a decade, and he explains why most people get stuck trading

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24:55

New Year- New You: 7 Steps to Take Back Control From...

The Corporate Escapee ·

2025/12/24

Get the New Escapee Starter Kit HereIf 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 happy you actually are, and explore whether there’s a path outside corporate—without making a risky leap.This isn’t about quitting your job.It’s about getting prepared, taking back control, and testing what’s possible using the experience you already

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40:31

Keep It Small. Keep It All. (Live Workshop on Escapee...

The Corporate Escapee ·

2025/12/18

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 business structure — and why the real first question isn’t “LLC or S-Corp?”It’s: Are you building a business… or replacing a paycheck?From there, we get into the most common setup for solopreneurs (LLC + S-Corp election), how to think about deductions

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22:11

Your Corporate Escape Plan: Insurance Policy, Not...

The Corporate Escapee ·

2025/12/08

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 quit your job tomorrow. But you do owe it to yourself to be prepared for the moment corporate quits on you… or you finally hit your breaking point.Instead of trying to convince you to go all-in on a solo business, this episode walks you through how to

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43:43

Own the Room: How to Communicate So You’re Heard,...

The Corporate Escapee ·

2025/12/05

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 will hit you hard.Today, Brett welcomes back Jake Stahl — author of the brand-new book Own the Room and creator of the STRATA framework, a system for reading people, decoding signals, and communicating with true presence instead of performance.Twelve years

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37:55

Corporate Quit on Her — She Built a Business Faster...

The Corporate Escapee ·

2025/11/26

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 built a business… the same day.Filed an LLCRegistered everything needed to operatePosted on LinkedIn that she was going out on her ownListened to what the market actually wantedAnd replaced her former salary by the end of the weekIs that typical? No.Is it

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40:49

He Left a Cushy CFO Job to Fix a Broken System (with...

The Corporate Escapee ·

2025/11/22

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 down the ADA, privacy, and regulatory issues small businesses face—and how a $100K GDPR mistake pushed him to finally build Clym.io, an all-in-one website compliance platform.Michael also shares the remarkable story of raising a seven-figure VC round… then paying it back to regain control and stay true to his vision.In

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24:57

How One TikTok Video Built the Corporate Escapee...

The Corporate Escapee ·

2025/11/19

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 TikTok, and the honest story behind building the Corporate Escapee movement. If you’re stuck, burned out, or thinking about going solo, this one will hit home.In this episode, we cover:Why taking action is the #1 skill corporate trains out of youMy path

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37:55

Bet on Yourself: From Video Agency to Solo...

The Corporate Escapee ·

2025/11/12

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 bigger—a repeatable, productized service that helps founders uncover the stories and insights hidden inside their customer relationships.If you’re stuck in corporate and wondering what you would even sell, this episode will help you see the path: start

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34:02

He Didn’t Just Escape Corporate—He Left the Country...

The Corporate Escapee ·

2025/11/11

Download the FREE Escapee Starter KitEpisode SummaryAfter 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 new life where work no longer sits at the center. We cover what it really takes to prepare (financial, legal, lifestyle), what he’d do sooner, how he reframed success to “quality of my day,” and practical advice for anyone considering a similar

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30:57

The Go-Giver Playbook for Escapees (Greatest Hits)

The Corporate Escapee ·

2025/11/07

Guest: Bob Burg, co-author of The Go-GiverNote 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 principles are a masterclass in creating value, building trust, and turning relationships into revenue.I wanted to bring this one back for our thousands of new listeners. There is so much value to be learned from Bob and a core to solopreneur

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33:11

Healthcare for a Company of One: A Real Alternative...

The Corporate Escapee ·

2025/10/30

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 underwriting your business (not you as an individual) changes the game, pricing logic, networks, what’s covered, what’s not, and where this is all headed (biomarkers, portable benefits, and association plans). If you’ve ever said “I’d leave corporate,

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53:10

Beyond the Escape: How to Stay Free (and Profitable)...

The Corporate Escapee ·

2025/10/29

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 creatives, consultants, and coaches who want to build profitable, flexible, and fulfilling solo businesses.Jenni shares her journey from The New York Times to building a six-figure business working just 25 hours a week. Together, Brett and Jenni unpack

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31:08

$5K in 48 Hours: Turning Your Experience into a...

The Corporate Escapee ·

2025/10/24

GenX Escapees: this one’s your playbook. Michael Himmelfarb (multi-time guest and early Escapee OG) breaks down how to productize a fast, high-value, AI-enhanced consulting offer—think $5K in 48 hours—by letting AI handle the heavy lifting while you deliver the human superpowers clients actually pay for: judgment, creativity, prediction, and trust. We get into pricing, point solutions, and why your domain expertise beats “AI-only” every time.You’ll learn • Why buyers now demand crystal-clear

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22:05

17 Ways (Plus 2 Bonus) to Monetize Your Corporate...

The Corporate Escapee ·

2025/10/22

About this episodeIn 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 capital to invest).Whether you’re still in corporate wondering if there’s a way out, or already on the outside trying to replace your income, this episode is the playbook. From fractional and advisory work to user-generated content, workshops, and buying a

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41:17

The Ignorance Tax: How to Build a Lean, Automated...

The Corporate Escapee ·

2025/10/14

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.In this conversation, Brett and Paul explore how AI, automation, and virtual assistants can help GenX escapees scale their businesses without hiring full-time employees. Paul also explains how he’s helping medical professionals escape the bureaucracy

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35:46

From Corporate to Calling: A Practical Path to...

The Corporate Escapee ·

2025/10/11

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. We dig into choice vs. circumstance, how to reframe fear and uncertainty, and simple steps GenXers can take while still in corporate. No dogma required—just a better operating system for work and life.You’ll learn • What a “Life Quest” is and how to

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320 results

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