The Corporate Escapee

Brett Trainor
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You're not stuck in a bad job. You're stuck in an unhealthy reliance on corporate. And when it no longer works for you, that reliance becomes a trap. 70% of corporate workers are burned out. Not from the work itself, but from what comes with it: the politics, the layoff threats, the commute, the stress of playing games you don't believe in. Here's the truth: Corporate optimizes for one thing: Financial (your paycheck). But what about the other four areas of your life? Friends & Family (time with people who matter) Fitness (mental and physical health) Fulfillment (work that actually means something) Fun (remember that?) You're probably scoring high on Financial—and failing at the other four. That's not sustainable. And deep down, you know it. I'm Brett Trainor—corporate escapee after 25+ years. This show is about breaking your unhealthy reliance on corporate and building a life-first future where all 5Fs matter. Every week, I talk to people who've done it—not just to make money, but to take back control of their lives. You'll hear: How they broke their reliance (even when it felt impossible) What living a life-first future actually looks like The emotional and tactical work of redesigning your life How they balance all 5Fs—not just Financial Yes, we talk about money. Financial independence matters—it's the tool that makes everything else possible. But this show isn't just about building a business. It's about building a life worth living. If you're ready to break your unhealthy reliance on corporate and take back control, this show is for you. Subscribe now. Your freedom starts here.

  1. 6H AGO

    The Truth About Fractional: Rates, Retainers, and Getting Your First Client (John Arms)

    Fractional work is exploding — and it’s still confusing for a lot of corporate escapees. In this Featured Speaker session inside the Escapee Collective, John Arms breaks down Fractional 101 in plain English: what fractional really is, who it’s for, how to get clients (spoiler: it’s not campaigns), and what you can realistically charge. If you’re still in corporate, recently laid off, or already freelancing and want more stability, this is the clearest “how it works” primer you’ll hear. What you’ll learn • The “W2 → 1099 bridge” and why more people are getting pushed across it • Why fractional is mostly a referral-based business (and what to do with that) • The mindset shift: conversations, not campaigns • John’s simple relationship model: the “10-person circle” (fractionals, independents, super-connectors) • What companies actually care about (hint: pain, not the definition of fractional) • Typical pricing and why fractional often lands in the $8K–$10K/month retainer range • Why fractional is proactive leadership, not “wait to be told what to do” • The “project first” entry strategy — and why it usually turns into ongoing leadership • How to reconnect with old contacts without being weird or salesy • The core principle: get involved with other people’s success Notable moments / lines you’ll remember • “You’ll work for the people you get referred to.” • “Referrals come from conversations, not campaigns.” • “Fractional is leadership — solve it and keep it solved.” • “Most barriers are fear and assumptions… it’s hard work, but it’s not complicated.” Resources mentioned • The Go-Giver (Bob Burg) • The NCG Factor (Larry Kaufman — Network, Connect, Give)

    46 min

  2. 1D AGO

    Breaking Corporate Dependency: Why Going Solo Alone Keeps You Stuck w/Brett Trainor

    Jon the Escapee Collective! What keeps 79% of corporate professionals stuck isn't lack of skills or opportunity—it's something deeper. In this solo episode, Brett shares the story of landing his first client, making good money, and then doing something that still makes him cringe: convincing that company to hire him full-time. Nobody forced him back. He walked himself in. This mistake cost him 18 months and taught him the hard truth: leaving corporate is tactical, but breaking your dependency on it is psychological. Brett breaks down what corporate dependency actually is (hint: it's not just the paycheck), why going solo alone reinforces that dependency, and the two critical milestones that finally sever the tie. If you're still in corporate and thinking about making a move—or you've already left but still feel the pull—this episode will help you understand what you're really up against and how to break free for good. What You'll Learn: Why corporate dependency is psychological, not financialThe three things you're actually dependent on (and it's not what you think)Why isolation amplifies doubt and keeps you stuckThe two milestones that break corporate relianceHow to avoid the mistake that sent Brett back 18 monthsWhy community matters more than tactics when going solo Key Quotes: "I hadn't really thought about why I did it, but it was really my dependence and my reliance on corporate.""What I really broke it down into three areas: I wanted control of my future, control of my money, and control of my time.""When you go alone, you have nothing else except yourself to talk you in or out of what you're doing.""Once you get to the point where you're confident that you can bring in that next deal, you know you're never going back.""I wasn't escaping corporate per se. I didn't have to stay there. I had options." Resources Mentioned: The Escapee Collective: Join Brett's community Subscribe & Connect: If this episode resonated with you, please subscribe to The Corporate Escapee Podcast on your favorite platform. New episodes drop multiple times per week featuring guest interviews and solo deep-dives like this one. Looking to break your corporate dependency? Visit TheEscapeeCollective.com to connect with others on the same journey.

    17 min

  3. FEB 11

    Corporate Is Changing — 3 Trends Creating New Opportunities for Escapees in 2026

    Corporate isn’t stabilizing—and that matters if your income still depends on it. In this solo episode, Brett breaks down three trends shaping the Escapee economy in 2026: a corporate metric that’s quietly driving layoffs,the rapid expansion of revenue streams outside corporate,and why small businesses are moving away from full-time hires in favor of fractional and specialist talent. If you’re still in corporate, this episode helps you see what’s coming. If you’ve already escaped, it explains why demand for your experience is only growing. This episode is for you if: You’re questioning whether corporate is still a safe long-term betYou want practical ways to monetize your experience outside a jobYou’re curious how small businesses are really hiring and growing now The 3 trends covered in this episode Trend #1: The metric driving modern layoffs — Revenue Per Employee (RPE) Why boards and executives are fixated on RPE, how it incentivizes headcount reduction, and why even “healthy” companies continue cutting roles. Trend #2: The explosion of revenue streams for escapees Fractional leadership, consulting, advisory, UGC, content creation, mentoring, and more—why monetizing what you already know is the fastest, lowest-friction path to income. Trend #3: The small business go-to-market model is changing Why businesses are ditching traditional silos, hiring specialists instead of full-time staff, and how this shift creates long-term opportunity for experienced operators. Key takeaways • Corporate risk is structural, not cyclical • Escapees have more income options than they think • Small businesses want outcomes, not headcount • Your experience is often more valuable outside corporate than inside it If this episode helped you rethink corporate risk or life after it, connect with Brett on LinkedIn or email him at bt@bretttrainor.com. And if there’s a topic you want covered in a future solo episode, let him know.

    20 min

  4. FEB 6

    Ashley Returns: Two Years Into the Escape — What Worked, What Didn’t, What’s Next

    Ashley Evenson returns for her third appearance on The Corporate Escapee Podcast — and this time it’s a real update from the field. Two years into her escape, she breaks down what actually helped her land fractional work, what surprised her, and the biggest mistake most new escapees make once they get busy. This is a practical conversation about network-first business development, creating momentum without feeling “salesy,” and why the long game matters more than the perfect plan. What you’ll learn • How Ashley landed her first fractional roles through her existing network • Why “pick your brain” beats cold outreach for most escapees • The content → connection flywheel: using LinkedIn engagement to reopen relationships • What fractional work can feel like behind the scenes (and why it can get lonely) • How Ashley uses frameworks + a single grounding slide to lead discovery conversations • Why you must keep “breadcrumbing” even when client work gets busy • The reality of income volatility — and how to reduce the “oh crap” moments • Portfolio career thinking: experimenting with speaking, books, and new revenue streams • A fun (and honest) AI/TikTok viral experiment — and what it taught her about unit economics • The mindset truth: escaping requires hustle — but it’s a better “hard” than corporate Key quotes • “You’re in here for the long game.” • “People are sick of being sold to on LinkedIn.” • “Always be top of mind… keep breadcrumbing.” • “Both paths are hard. Choose which hard you want.” Resources & mentions • Connect with Ashley on LinkedIn: https://www.linkedin.com/in/ashleyevenson/ • Ashley’s site: AE Marketing Collective: aemarketingcollective.com • AI slide tool mentioned: Gamma (export to Google Slides / PowerPoint) If this episode hit home… If you’re still in corporate and thinking about an exit strategy: • Start with one conversation this week. • Don’t pitch. Ask for perspective. • Keep one weekly “breadcrumb” habit so you don’t disappear when you get busy. About the guest Ashley is a fractional marketing leader with experience across agency, brand, and consul

    37 min

  5. FEB 4

    Your Job Title Isn’t Your Identity: How to Tell a Bigger Story w/ Catherine Jelinek

    Corporate gives you an easy identity: your title, your company, your lane. But once you start building something outside corporate—consulting, fractional, content, a book, a business—that identity disappears fast. And that’s where most people get stuck. In this episode, Brett sits down with Catherine Jelinek, founder of The Skinny Platform, to talk about the shift from being “defined by your role” to being known for your thinking, your story, and the outcomes you create. Catherine shares why so many high-performing corporate pros struggle in the “formless” world outside corporate, how to create structure without recreating corporate, and why the fastest way to clarify your thought leadership is often talking it out—not trying to write it alone. They also get into “skinny books” (short, high-impact nonfiction) and how to use AI and conversation-based drafts to accelerate publishing and content creation. What You’ll Learn • Why corporate identity feels safe—even when corporate is miserable • How to replace “job title identity” with outcome-based positioning • Catherine’s framework for navigating change: Forming → Storming → Norming → Performing • How Brett created structure outside corporate (without turning life into a calendar prison) • Why most people can’t “see” their own differentiators—and how a mirror helps • Why conversation + transcripts can be the fastest path to content (and even a book) • The “skinny book” approach: short, readable, practical nonfiction that people actually finish • How to use AI to generate multiple story arcs and content angles—without losing your voice Key Takeaways • You don’t need to reinvent yourself. You need to reframe yourself. • Progress outside corporate isn’t linear—so you need your own way to measure wins. • If you want thought leadership, stop trying to “perfect-write” it. Talk it out first. • Your story isn’t just for a book. It can power your LinkedIn, website, offers, and messaging. About Catherine Jelinek Catherine is the founder of The Skinny Platform, an alternative to ghostwriting for entrepreneurs and thought leaders. The Skinny Platform helps people clarify their story, shape it into a compelling narrative, and turn it into a short, high-impact book—faster than the traditional publishing process. Connect with Catherine • https://www.linkedin.com/in/cjelinek/ • Email: catherine@theskinnyplatform.com • Websites: theskinnyplatform.com

    29 min

  6. JAN 29

    Special Episode: What Happens After Corporate Breaks (w/ John Arms)

    Post Corporate Life with Brett Trainor & John Arms I recently had the chance to join John Arms on his podcast: Fractional Unfiltered Link: https://open.spotify.com/episode/0z9pQOOMZEVI4T2NvoOiqP?si=uJoycF4LRGyZQNB4MofrtQ John was kind enough to allow me to share this with my audience. Corporate has done a number on people. A bad one. For 30 minutes we bitch about what is and was, and then we spend 30 minutes on how to thrive in the post corporate world. This episode also includes real-time audience coaching around “job hugging,” starting from zero, and how to simplify your entry point so you can land your first client. What you’ll hear in this episodeWhy corporate feels colder now (profits over people, layoffs as strategy)The “solo employee” mindset: treat your employer like your first customerWhy job searches after 45 can feel like PTSD — and how to reframe itHow Brett monetized his corporate experience in 10 different waysWhy chasing “big deals” first can slow you down (and what to do instead)The good / better / best ladder to get in the door with business ownersWhy community and relationships beat lone-wolf executionThe difference between being capable and being confident (and how corporate crushes confidence)The simplest success ingredients: take action, build relationships, stay curiousLive coaching: why “starting from zero” is hard — and how to find your “entry problem” so you can get traction Key frameworks + concepts mentionedCorporate is a transaction (not a family): loyalty is gone, act accordinglyStart before you hit the breaking point: build an exit strategy while you still have incomeSmall wins stack: don’t wait for the home runThe 3 revenue levers every business cares about:Problem-solving > selling: discovery conversations look a lot like job interviews“Done is better than perfect”: unlearn corporate perfectionismCommunity as leverage: don’t do this aloneJob hugging: holding on until you’re forced out — and why you still need a plan Memorable lines / momentsspan class="ql-ui"...

    58 min

  7. JAN 28

    The Surprising Keys to Succeeding Outside of Corporate

    Most people believe the ones who succeed after escaping corporate are the smartest, most experienced, or most credentialed. They’re not. In this solo episode, Brett breaks down a pattern he’s seen across hundreds—if not thousands—of conversations with corporate escapees: success outside corporate has far less to do with talent and far more to do with action. This episode is for anyone still in corporate, recently laid off, or quietly wondering if there’s another path—but feeling stuck, underqualified, or unsure where to start. What You’ll Learn in This Episode • Why the most talented corporate professionals often struggle after leaving • The real traits shared by people who successfully escape—and stay out • Why overthinking your offer is one of the biggest mistakes escapees make • How job interviews and client conversations are essentially the same thing • Why “sales” after corporate is really just problem-solving • How small wins (not big plans) create momentum • Why redefining success becomes inevitable once you regain control of your time • How to safely test a solo path while still in corporate—or during a job search Key Takeaways • You don’t need more experience to get started—you need movement • Confidence comes after action, not before • Business owners care about outcomes, not job titles • Your network is your greatest advantage if you’re willing to use it • The biggest risk isn’t trying—it’s never testing what’s possible If You’re Still in Corporate (or Recently Laid Off) You’re not behind. You’re not underqualified. And you already have skills people will pay for. The fastest way forward isn’t a perfect plan—it’s one conversation. Join the Escapee Collective If you’re tired of figuring this out alone, the Escapee Collective is a community for corporate castaways and escapees at every stage—still in corporate, newly out, or building momentum. Peer groups. Live sessions. Real conversations. Real progress. You can find the link in the show notes or visit TheEscapeeCollective.com to learn more.

    14 min

  8. JAN 23

    Sequence Over Strategy: How Escapees Actually Find Their Path w/ Michelle Warner

    Michelle Warner took the “escapee avoidance” route — she planned to do the traditional MBA-to-consulting path… then graduated straight into the Great Recession (the day Lehman fell). That curveball pushed her into entrepreneurship early: a founder-for-hire role turning a multi-billion-dollar foundation asset into a business, followed by a mission-driven tech startup, and eventually her current work helping small business owners design the next iteration of their business. This is a tactical episode about what actually works when you’re leaving corporate: why you should “throw spaghetti at the wall” early, how to stop doing random coffee chats, and how to use relationship marketing and audience borrowing to land clients faster — without turning into a sales robot. What you’ll learn • Why “sequence over strategy” matters more than the perfect plan • The hidden risk of being too strict and narrow early on (and why it creates regret later) • How Michelle built her business through relationship marketing, not content churn • “Audience borrowing” as the fastest way to build trust and pipeline • How to approach connector conversations vs. client conversations • Why your early goal is simple: learn how to make money and stack wins • A practical way to think about packaging: repeatable frameworks, flexible middle Key moments / highlights • Graduating into chaos: the day Lehman fell and what it changed • Founder-for-hire: getting a salary while living the startup founder life • Affordable internet in inner cities — and what customers actually did with it • “Fractional CEO” before fractional was trendy • The rule: don’t build with blinders on for too long • The shift from “networking for jobs” to networking as a long-term business asset • The line that matters: say something that people can’t “unsee” after the call Michelle’s core concepts (worth stealing) • Sequence over strategy: the order of moves beats the elegance of the plan • Throw spaghetti first: test offers, clients, and problems before you commit • Connection avatar: define who’s worth meeting so networking doesn’t waste your life • Trust transfer: get introduced through people/places your audience already trusts • Audience borrowing: build relationships with people who “own the room” your clients are in Best quote energy • “Learn all the rules so you can go break them.” • “It’s more important the order you do things than how good you are at it.” • “I’m totally unemployable.” (Escapee anthem) Connect with Michelle • Website: themichellewarner.com • Podcast: Sequence Over Strategy (short, practical episodes; curated playlists on her site) Connect with Brett / The Escapee ecosystem • If corporate is broken and you’re looking at an exit strategy, this is your sign. • Join the community: TheEscapeeCollective.com

    38 min
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4.9
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About

You're not stuck in a bad job. You're stuck in an unhealthy reliance on corporate. And when it no longer works for you, that reliance becomes a trap. 70% of corporate workers are burned out. Not from the work itself, but from what comes with it: the politics, the layoff threats, the commute, the stress of playing games you don't believe in. Here's the truth: Corporate optimizes for one thing: Financial (your paycheck). But what about the other four areas of your life? Friends & Family (time with people who matter) Fitness (mental and physical health) Fulfillment (work that actually means something) Fun (remember that?) You're probably scoring high on Financial—and failing at the other four. That's not sustainable. And deep down, you know it. I'm Brett Trainor—corporate escapee after 25+ years. This show is about breaking your unhealthy reliance on corporate and building a life-first future where all 5Fs matter. Every week, I talk to people who've done it—not just to make money, but to take back control of their lives. You'll hear: How they broke their reliance (even when it felt impossible) What living a life-first future actually looks like The emotional and tactical work of redesigning your life How they balance all 5Fs—not just Financial Yes, we talk about money. Financial independence matters—it's the tool that makes everything else possible. But this show isn't just about building a business. It's about building a life worth living. If you're ready to break your unhealthy reliance on corporate and take back control, this show is for you. Subscribe now. Your freedom starts here.

Information

  • Creator
    Brett Trainor
  • Years Active
    2019 - 2026
  • Episodes
    329
  • Rating
    Explicit
  • Copyright
    © 2019 B.T. LLC
  • Show Website
    The Corporate Escapee