The Corporate Escapee

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 passion project eventually opened doors to consulting, coaching, real estate...

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 time for money. You’ll walk away with a practical way to tell your story, activate your network, and d...

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 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 have.

Whether you’re 2...

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 without getting cute, and why “keeping it small and keeping it...

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 build a...

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 ago, Jake lost everything to...

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.

Is that typical? No.

Is it possible? Absolute...

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 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 T...

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:

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 with what you already know, listen for the real problem, and bet on yoursel...

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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 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 shift—whether you move abroad or simply want more control at home.

Chapter ma...

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 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 success.

Listen for three bi...

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, but… benefits,” this is your episode.

Links:

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 what sustainability really means—financially, mentally, and emotionally—for Gen Xers who’ve left corporate (or are r...

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’t automation…it’s augmentation.

Michael shares how he rebuilt his consulting business by combining AI efficiency with human judgment, creativity, and experience — proving that the GenX advantage lies in knowing how to apply wisdom to new tools.

You’ll learn:

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 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 small business — Brett shares what’s working, what he’s tried himself, and what might fit y...

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 of healthcare and build profitable, flexible practices in functional medicine.

They cover why every solo business owner eventually pays an “Ignoranc...

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 spot yours

• How to move from reaction and fear to sovereignty...

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 clients by going local-first and relationship-heavy, not enterprise-style transactional.

You’ll Learn

💡 How to build a referral engine from scratch:

→ Daily LinkedIn connects with a simple, honest message

→ Wait 24 hours

→ Invite to a virtual coffee

→ Leave every chat with 2–3 new intros

💡 Why owner conversations are...

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 ticket waitlist of more than 3 million people

• Stadiums of 70–80,000 fans packed to see Banana Ball

• 17 Major League Baseball parks sold out on their 2025 World Tour

This conversation captures Jesse’s philosophy before the explosion—and it’s more relevant than ever for GenX escapees and founders building solo businesses. His bl...

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 we break out of our comfort zones

🔑 In This Episode:

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 services, and why singles (small wins) beat swinging for enterprise home runs when you’re solo. Think: micro-SaaS, productized services, and month-to-month offers that business owners can say “yes” to quickly.

Key Takeaways

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 down practical, low-risk ways GenXers can start monetizing today—without swinging for six-figure fences or waiting years to replace a corporate paycheck.

In this episode, you’ll learn:

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 a...

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 for the Fractional Leadership Alliance. She breaks down what fractional leadership is (and isn’t), how to price and structure your work, and why networking—not job boards—drives real opportunities.

We cover:

• The difference between fractional vs. consulting vs. interim

• Karina’s 3-2-1 ops model for structuring engage...

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, busines...

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 l...

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 c...

What does “retirement” really look like for Gen Xers—and why do so many struggle with it?

In this episode, I sit down with Joy Levin, market research consultant turned retirement coach, who helps Gen X professionals design their encore years with purpose, connection, and freedom.

We dive into:

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 ma...

In this special episode, Brett flips the mic and joins John Browning on the Building Your Life Podcast. They dive deep into what it really means to escape corporate life and build something better—on your terms.

Brett shares:

• His journey from 25 years in corporate to solo consulting and fractional work

• Why GenX is waking up to the reality that corporate won’t take care of them

• How he found his first customers (and how you can too)

• The rise of solo businesses—and why GenX is perfectly positioned to thrive

She’s back for part two! Shelley McIntyre returns to break down the exact framework she uses to help burned-out GenX professionals escape corporate life—without hitting rock bottom first.

If part one was about why we escape, this one is about how to do it—mentally, emotionally, and tactically.

We cover:

• Why grief is a part of every transition (yes, even the good ones)

• How to rediscover your identity after decades in corporate

• The key mindset shift GenXers must make to take action before it’s too late

• A prac...

Joe McKay left a government job in Australia to raise his family in rural France—and stumbled into the solopreneur life along the way. In this episode, Joe shares how one consulting gig turned into a thriving ghostwriting business and agency, all built on the back of his personal brand on LinkedIn.

We talk about:

• The “fork in the road” moment that launched his corporate escape

• Why solopreneurship gave him a taste of freedom he couldn’t un-taste

• The mindset shift from resume-building to brand-building

• How to optimize your LinkedIn profile...

This isn’t a future-of-work episode. It’s a how-to-work-differently episode.

Paul Shirley returns for his third appearance on the show—and this time, we go deep. We’re talking focus, structure, guilt, failure, personal infrastructure, and why GenX escapees need systems more than strategies.

If you’ve ever felt like:

• You “should be able to do more” but can’t quite get there…

• You’ve got time now, but not the energy or structure to use it…

• You miss having a rhythm but hate the idea of being back in a box…

Then th...

Feeling stuck between your 6-figure corporate salary and the dream of going solo? You’re not alone—and the fear is real. But the risk? It’s not as big as you think.

In this Cliff Notes solo episode, Brett breaks down “The Salary Gap Illusion”—why so many GenXers stay stuck in jobs they’ve outgrown, and how to start building your bridge to freedom today.

🎯 In this episode:

• Why the fear of replacing your salary keeps you stuck

• The real risk of staying in corporate

• The 3 post-corporate paths: Go Big, Replace...

In this inspiring episode, Brett chats with PR powerhouse Tonya McKenzie, a true OG in the escapee world, having built her own agency nearly a decade ago. Tonya shares the story of how her husband (a fellow escapee) gave her the push she needed to leap from corporate—and how she turned that leap into a thriving PR and media business. From launching a local real estate magazine to running full-service communications and now building a new Substack community, Tonya unpacks what it really takes to go solo and control your own narrative.

What You’ll Learn:

Shelley McIntyre didn’t just leave corporate—she walked away from a long career in tech and consulting and into something completely unexpected: grief coaching. But as Shelley quickly discovered, grief isn’t just about death—it’s also what we experience when leaving jobs, identities, and entire versions of ourselves behind.

In this candid conversation, Shelley shares her journey of transformation, from leading corporate strategy to coaching GenXers who feel stuck, burned out, and unsure of what’s next. Brett and Shelley talk about grief, imposter syndrome (or why we need to stop calling it that), purpose as a...

Supersized Episode Alert!

This episode goes deep—and for good reason. Eric Collett didn’t just escape burnout and corporate stress. He rebuilt his life around brain health, longevity, and optimal performance—and now helps thousands do the same.

This two-part-in-one episode blends Eric’s escapee origin story (and the moment he realized he couldn’t go back) with a practical brain health masterclass for GenX escapees looking to stay sharp, focused, and fired up.

Eric’s mission? Save the next million brains.

🧬 BONUS FOR LISTENERS:

Get 30 days of free access to...

In corporate, most of us weren’t really making decisions—we were following them. But out here? As an escapee, every choice is yours. And decision-making becomes one of the biggest levers for building the life and business you actually want.

In this episode, I’m joined by organizational psychologist Dr. Magda du Preez to talk about the hidden skill that separates stuck escapees from the ones who are truly living. We dig into why decisions get harder after corporate, how emotions throw us off track, and the four key biases that sabotage even the smartest solo operat...

Welcome to the very first Cliff Notes edition of The Corporate Escapee Podcast—a short, sharp, and actionable solo episode designed to help you take your next step toward freedom.

In this quick-hit episode, Brett breaks down the 4-step process every GenXer needs to understand to start making money right now using just their corporate experience—no reinvention, no certification, no fluff.

If you’ve ever thought, “I want out… but how do I actually replace my income?”—this is your roadmap.

You’ll learn:

✅ Why starting with the problem you solve is the key<...

In this special crossover episode, I sit down with Kyle Knowles on Maker-Manager Money to share my journey from 30 years in corporate to building The Escapee Collective and The Collective Academy. We dive deep into why I walked away from corporate life, how I overcame the uncertainty of going solo, and the powerful mindset shifts that made all the difference.

We discuss:

✅ The moment I knew I was done with corporate for good

✅ Why finding your first client is easier than landing your next job

✅ How to structure your day as a solo...

In this episode of The Corporate Escapee Podcast, Brett sits down with Matt Hobson-Rohrer, an early escapee who has been navigating the solo business world for over 13 years. Matt shares how a moment in a Shanghai hotel room made him realize he was missing too much of his daughter’s life—only to have corporate make the decision for him a year later with a layoff (and a farewell gift of pots and pans).

Matt walks us through his transition from a long corporate career in software partnerships to consulting, fractional work, and eventually launching his own digi...

The corporate world is changing, and businesses are no longer defaulting to full-time employees. Instead, they’re building lean, high-performing teams using fractional talent. But what does that actually look like in practice?

In this episode of The Corporate Escapee Podcast, Brett sits down with Ran Harpaz, a former corporate executive turned startup founder, who shares why he built his entire company with independent professionals—and why more businesses are following this model.

Ran, whose background includes leadership roles at PayPal and McKinsey, explains why hiring solo professionals isn’t just about cost savings—it’s about cu...

In this conversation, Brett Trainor and John Arms discuss the evolving landscape of fractional leadership, exploring its growth, the macro and micro reasons behind this shift, and how individuals can position themselves effectively in this space. They delve into the changing dynamics of corporate work, the demand for fractional talent, and the importance of empathy and networking in securing opportunities. The discussion emphasizes the need for a mindset shift from traditional employment models to embracing fractional roles as a viable and fulfilling career path. In this conversation, Brett Trainor discusses the transition from a corporate mindset to a more...

In this episode of The Corporate Escapee Podcast, Brett welcomes Denise Murtha Bachmann, a former corporate sales professional who reinvented herself as a consultant, coach, and fractional sales leader. Denise shares her journey of leaving a 30-year corporate career—one she once considered “family”—after an unexpected layoff. She opens up about the challenges of identity loss, mental health struggles, and the self-discovery that ultimately led her to build a business that aligns with her expertise and passion for AI in sales.

Denise and Brett discuss:

✅ The emotional impact of leaving corporate and why many profession...

In this episode of The Corporate Escapee Podcast, host Brett Trainor sits down with Tom Clement, a GenXer who shares his unconventional journey from a blue-collar upbringing to running a motorcycle dealership, transitioning into academics, and ultimately finding fulfillment teaching incarcerated individuals in Arizona.

Tom opens up about:

• The challenges of starting and selling a seasonal business

• The importance of networking and financial planning for freedom

• Lessons from teaching entrepreneurial finance and his detour into academia

• The transformative impact of aligning work with personal values

• How the trades and...

Hey everyone, welcome back to The Corporate Escapee podcast! Today’s episode is a special one. I recently had the pleasure of joining Sabrina Romanov on her podcast, where we had an incredible conversation about escaping corporate life, finding freedom, and leveraging tools like AI to build a solo business. Sabrina was kind enough to let me share this conversation with you, and I’m excited for you to hear it

Sabrina's Links:

Ta...

Welcome back to The Corporate Escapee podcast. I’m thrilled to bring you something a little different today. Recently, I had the privilege of being a guest on the What’s Next GenX podcast with Nicole and Anne Marie. These two are all about helping Gen Xers like us figure out what’s next in our careers and lives.

In this episode, we dove deep into the journey of leaving corporate life and building a career on your own terms. We talked about the tipping point that led me to escape corporate, how I discovered there are countl...

In this episode of the Corporate Escape-y Podcast, Thom shares his unique journey from being a pastor for 19 years to becoming a successful entrepreneur and StoryBrand coach. He discusses the challenges he faced during his transition, including imposter syndrome and the importance of building a network based on trust. 

In this conversation, Thom and Brett discuss the importance of growth strategies for small businesses, emphasizing the role of networking and the concept of source networking. Thom shares his approach to building a client base through strategic introductions and the significance of investing in oneself as a solopreneur. 

Welcome back to The Corporate Escapee Podcast! In today’s episode, I’m thrilled to chat with Heather McLean, a recent escapee who left behind a high-powered corporate role leading a 400-person software development team to co-found her own tech-focused business alongside her husband.

Heather shares her journey from back-to-back corporate meetings and burnout to building a company that’s already making waves in AI and emerging technologies. We’ll talk about the leap of faith she took, how leveraging her network got her first clients, and what it’s like to run a business as a couple. Pl...

In this episode of The Corporate Escapee Podcast, Brett Trainor speaks with Nic Jones, a former corporate executive turned bus driver who shares his journey of redefining success and happiness. Nic reflects on his 40-year career in media and music, during which he held leadership roles at major companies like Yahoo, Murdoch’s digital businesses, and Vevo. After a failed entrepreneurial venture and personal loss, Nic reevaluated his priorities, choosing to pursue a fulfilling yet unconventional path as a bus driver.

The discussion explores themes like:

Welcome to The Corporate Escapee Podcast, where we explore the journeys of GenXers breaking free from corporate life to build something on their own terms. I’m your host, Brett Trainor, and today we dive into a conversation that’s critical for every corporate escapee: mastering LinkedIn.

Joining me is LinkedIn strategist and fellow escapee, Deanna Russo. Deanna’s expertise has helped thousands rethink their approach to LinkedIn—not as a sales tool or online resume, but as a powerful platform for networking, relationship-building, and earning trust. In this episode, Deanna shares her journey from corporate sales to launc...

In this episode of The Corporate Escapee Podcast, Brett speaks with Nic Jones, a former corporate executive turned bus driver who shares his journey of redefining success and happiness. Nic reflects on his 40-year career in media and music, during which he held leadership roles at major companies like Yahoo, Murdoch’s digital businesses, and Vivo. After a a stalled entrepreneurial venture and personal loss, Nic reevaluated his priorities, choosing to pursue a fulfilling yet unconventional path as a bus driver.

Links:

Can experience and wisdom give us a unique edge in the age of AI? In this episode of The Corporate Escapee Podcast, I’m joined by Michael Himmelfarb, a seasoned consultant and one of the original escapees. Together, we explore how AI is reshaping solo businesses, why experience trumps prompts, and how escapees can use AI not just as a tool but as a competitive advantage. From intelligent interrogation to teaching AI to think like you, we uncover how combining AI with decades of expertise can create game-changing opportunities. Whether you’re curious about leveraging AI or just want to s...

In this episode of the Corporate Escapee Podcast, Joe Manganelli shares his journey from a corporate finance role to becoming an entrepreneur and the founder of Calculate, a financial services company. 

He discusses the challenges and triumphs of building a business, the importance of embracing discomfort, and the lessons learned along the way. Joe emphasizes the value of testing assumptions, the significance of enthusiasm in business, and the need for accountability in entrepreneurship. 

He also reflects on his recent transition to a new role as Chief Revenue Officer at Amalgam, a software company for accounting fi...

In this episode of the Corporate Escapee Podcast, Gabrielle shares her journey from a full-time marketing career to going solo, discussing the importance of understanding taxes and business structures like LLCs and S-Corps. 

She emphasizes the advantages of S-Corps in reducing self-employment taxes and the necessity of managing payroll effectively. 

The conversation also highlights the role of technology in simplifying financial management for escapees and the future of solo businesses in a rapidly changing workforce. 

She provides practical advice on starting a business, including the necessity of separating personal and business finances, the sig...

Ray McKenzie, founder and managing director of Red Beach Advisors, shares his journey from corporate to entrepreneurship. He started his consulting firm in 2015, focusing on go-to-market strategy and operational efficiency for Fortune 1000 companies in cybersecurity and cloud computing. Later, he founded Starting Point, a workflow management and automation platform for professional services companies. Ray emphasizes the importance of building and maintaining relationships, leveraging your corporate network, and utilizing referrals to acquire clients.

He also discusses the need for a centralized system to manage projects and communication, which led to the creation of Starting Point. Starting Point is...

In this episode of the Corporate Escapee Podcast, Nina Sossamon-Pogue shares her multifaceted journey from being a U.S. gymnast to a successful journalist, and then transitioning into the tech industry.

She discusses the challenges she faced, including injuries and career setbacks, and emphasizes the importance of resilience, storytelling, and mindset in navigating life's transitions. Nina provides valuable insights on identifying personal skills, the significance of positive language, and the necessity of building a supportive network. She also introduces her framework for resilience, TIPS, and encourages listeners to envision their ideal life and take proactive steps towards...

Hear from a recent corporate escapee and her journey so far.

Adrienne Farrell is a corporate wellness consultant and the founder of the InnovateHerLab, a community for women exploring their career paths. She focuses on women's health and well-being in the workplace, recognizing the need to elevate this issue. 

Adrienne's journey to becoming an escapee started when she experienced layoffs and a toxic work environment. She decided to take a leap of faith and prioritize her own voice and values. 

She is passionate about advocating for women's health and believes that the corporate wo...

In this episode, Laine Belcastro shares her journey from corporate marketing to becoming a solopreneur and email marketing consultant. 

Laine discusses the importance of networking, finding your niche, and the challenges of pricing strategies. Laine emphasizes the significance of email marketing for business growth and introduces her new venture, Accountability Arcade, aimed at helping entrepreneurs set and achieve short-term goals. 

The conversation highlights the balance of multiple revenue streams and the mindset shifts necessary for success in the solopreneur world.

Laine’s Links

LinkedIn: https://www.linkedin.com/in/lainemb/

We...

Jaidin McCann, owner of Jasper Consultancy, shares her journey of starting her own executive search firm and offering fractional work. She emphasizes the importance of personal branding and networking in the fractional space. McCann advises individuals to specialize in a specific area and build a strong referral network. She also highlights the need for market research and understanding the buyer's market. McCann encourages individuals to take the leap into fractional work and enjoy the journey.

Jaidin McCann Links

T...

This is an audio recording of a recent Happy Hour and Learn Session for members of the Escapee Collective community. Jake Stahl shares his advice, perspective and best practices for thriving as a fractional leader.

Jake Stall discusses the concept of fractional work and shares his experience in the field. He emphasizes the importance of building relationships and networking in order to succeed as a fractional professional. Jake also provides insights on pricing strategies and how to ask for referrals. He promotes the upcoming Frac 2024 conference as a valuable opportunity for learning and networking in the fractional...

Debbie Schwake and Ashley Evenson discuss their escapee journeys and how they formed a collaborative partnership. They emphasize the importance of collaboration and transparency in their working relationship. They have their own independent businesses but also work together on projects, leveraging each other's strengths. 

They highlight the flexibility and work-life balance that comes with being a solo entrepreneur. They see a growing need for fractional talent in the consulting industry, particularly among small to mid-tier companies. Their target audience is those who need an outside perspective and expertise to help with business issues and growth plans. 

...

Kate Kompelien, founder of The Insight, shares her journey as a customer experience consultant and qualitative researcher. She helps companies understand key moments that matter to their customers and identifies pain points that hinder a better customer experience. Kate started her own business after realizing she wanted to focus on smaller projects and provide a more personalized experience for her clients. She emphasizes the importance of networking and building relationships, both with people she knows and with new connections. Kate also highlights the value of face-to-face meetings and taking a genuine interest in others' businesses and lives. Kate Kompelien...

This bonus episode is a recording of a panel discussion we had during one of the Escapee Collective educational sessions. I had 4 escapees share their strategies and tips for effective networking

The conversation focuses on the importance of networking and provides tips and strategies for effective networking. The speakers discuss the value of building relationships, finding the right networking opportunities, and targeting ideal clients. They emphasize the need to give before asking for anything in return and the importance of establishing trust and credibility. The conversation also touches on the distinction between referrals and introductions and the...

Eileen Rochford and Rob Johnson share their stories of escaping the corporate world and starting their own businesses.

Eileen, the CEO of the Harbinger Group, left her job at a PR agency to start her own agency, driven by a desire for a different way of working and a lack of fulfillment in the corporate structure.

Rob, a former television professional, transitioned into consulting after his contract in the media industry was not renewed. Both Eileen and Rob emphasize the importance of building strong relationships with clients and prioritizing trust and partnership. They also discuss...

In this episode of the Corporate Escapee Podcast, Brett Trainor interviews Marcus Sheridan, author of 'They Ask, You Answer.' They discuss the concept of 'They Ask, You Answer' and how it involves meeting the needs and answering the questions of customers. Marcus emphasizes the importance of understanding the buyer's journey and being obsessed with the questions, worries, fears, and concerns of buyers. He also highlights the power of being a rule breaker and disruptor in the market, especially for solopreneurs and small businesses. The conversation also covers the importance of video in marketing, the types of videos every...

In this episode of the Corporate Escapee Podcast, host Brett Trainor interviews Paul Durelli, founder of Digital Kahuna, about his journey from the corporate world to entrepreneurship. They discuss the challenges of toxic work environments and the importance of personal development for solo business owners. They also explore the use of automation and AI tools to streamline workflows and improve efficiency. Paul shares insights on virtual assistants, documenting processes, and leveraging technology to scale a business. The conversation highlights the need for delegation, creativity, and effective communication in building a successful solo business.

Paul Durelli Links

In this conversation, Brett Trainor and Don discuss the topic of guest podcasting as a way to create awareness and grow your solo business. They share their strategies for getting on podcasts, including watching what people are podcasting about, commenting on LinkedIn posts, and finding topics that align with the show's theme. They emphasize the importance of understanding the target audience and tailoring the pitch accordingly. 

They also discuss the value of networking and asking for referrals to podcast hosts. Other tips include having strong opinions, being prepared with a good headshot and bio, and promoting the p...

John Browning shares his journey from working at large financial firms to starting his own independent financial planning business. He emphasizes the importance of building relationships and providing value to clients. Browning also discusses the challenges of acquiring a small firm and the lessons he learned from that experience. He highlights the significance of networking and making introductions for others as a key strategy for finding new clients. 

In this conversation, John Browning and Brett Trainor discuss the importance of networking and building relationships in business. They emphasize the value of introductions and learning from others in n...

In this episode of The Corporate Escapee podcast, we welcome Shannon, a seasoned project management and HR consultant who partners with CEOs in growing organizations. Shannon focuses on building infrastructure that drives business results through human performance. She shares her escapee journey from corporate to solo business owner, having been solo for two and a half years, with a clear vision of her ideal clients and the work she wants to pursue.

Shannon shares her insights on the varied reputation of HR, emphasizing that most HR professionals take their roles seriously and are willing to face...

In this conversation, Brett Trainor interviews John Tyreman about his escapee journey and the benefits of podcasting for expertise-driven businesses. John shares his experience of transitioning from working in agencies to becoming a fractional marketing director and launching his own consulting business. He also discusses how he got into podcasting and the advantages it offers, such as building trust, generating leads, expanding networks, and creating endless content. In this conversation, Brett Trainor and John Tyreman discuss the value of podcasting for business growth. They emphasize the importance of providing value to both the audience and the business through the...

In this episode of "The Corporate Escapee," I'm excited to share my conversation from Beau Billington's "Finding That Next Gear" podcast. Special thanks to Beau for allowing me to feature this insightful discussion.

In the latest episode of "Finding That Next Gear," I had the pleasure of speaking with Brett Trainor, an inspiring entrepreneur on a mission to empower 10,000 Gen Xers to escape the 9-to-5 grind and find true freedom.

🎙️ Episode Highlights:

◾ Brett's journey from a 25-year corporate career to discovering fractional leadership and entrepreneurship.

◾ The accidental yet impac...

In this conversation, Brett Trainor interviews Paul Kuthe about the power of storytelling in business and entrepreneurship. Paul shares his journey of breaking free from the corporate world and using the power of story to help others do the same. He explains the seven parts of a successful story, including the hero, the problem, the guide, the plan, and the call to action. Paul emphasizes the importance of positioning oneself as the guide in the story and providing a clear plan for clients. He also discusses the transformation that occurs when the hero takes action and overcomes their problems...

Beau Billington, founder of The Free Agent, discusses the concept of fractional and interim roles in the corporate world. He explains that fractional roles offer extreme flexibility and are a fraction of a work week, allowing professionals to work with multiple clients at the same time. He also highlights the importance of finding the right fit between the free agent and the company. Beau shares that companies are starting to understand the value of fractional executives and are embracing this model. He mentions that the billing model for fractional roles can vary, but having a set number of hours...

Jessie Schwartz is the founder of Strategic Packaging Partners, an organization that helps CPG and cosmetics companies maximize their packaging spend. She escaped corporate in 2019 and has since grown it into an agency that offers a range of services. Jessie shares her journey, discussing the challenges and opportunities she encountered along the way. 
She emphasizes the importance of leveraging your network, being creative, and staying curious in order to succeed as a contractor or fractional business owner. 
Jessie also provides insights into pricing strategies and meeting customer needs. In this conversation, Jessie Schwartz shares her advice for st...

Ashley Evenson shares her experience transitioning from management consultant to becoming a fractional CMO. She secured her first client quickly and is excited to offer her expertise and elevate their marketing strategy. Ashley emphasizes the importance of being hands-on and not being above the work, which has been well-received by her clients. She also discusses the low risk and high value proposition of fractional talent for businesses. Ashley plans to have three income streams, including fractional work, speaking engagements, and workshops. She encourages others to trust the process and enjoy the journey.

Takeaways

Summary
In this episode, Brett Trainor discusses the importance of networking for escapees and provides a four-part framework for effective networking. He emphasizes the need for a targeted approach and highlights the value of networking with referral partners. The four parts of the framework are: target, intro, offer, and ask. Trainor explains how to identify the right people to connect with, set the tone for the connection, communicate the problem you solve, and make a direct request for referrals. He also suggests offering a free strategy session as a way to add value to the networking process.

Summary
Jake Stahl is a fractional CLO and a corporate escapee who helps companies onboard and train their salespeople. He also provides coaching on neurolinguistic programming to help salespeople and executives overcome mental blocks. He shares his journey of leaving the corporate world and transitioning into consulting and fractional work. Jake emphasizes the need to reframe the concept of fractional roles and highlights the importance of networking and building relationships for finding clients. The importance of referrals and targeted outreach in building relationships and generating business. The power of asking questions and showing genuine interest in others. The...

Summary
In this episode of The Corporate Escapee I was a guest on the Lee Ann Pepper's Class Reunion Podcast recently and she was kind enough to allow me to share the discussion with my audience. I shared my journey from corporate America to becoming a corporate escapee. We discuss the challenges faced by GenXers in the corporate world, the rise of ageism, and the need for alternative career paths. I share my insights on fractional jobs and how they offer flexibility and freedom outside of the traditional corporate structure. I also talk about the importance of finding...

Today, we have a very unique guest, Jesse Cole is the owner of the baseball team, Savannah Bananas. And I believe he has the blueprint for Escapees (& businesses) to stand out and separate themselves from the crowd.

When different is better than better, you want to make sure you are highlighting what makes you YOU. 

Get to know this passionate entrepreneur and learn what it takes for your startup to stand out.

We’ll talk about:

In this conversation, Ethan Bull shares his journey of building Pro Assisting, a fractional executive assistant service agency, with his wife. They started the business in 2018 after leaving their corporate jobs. Ethan discusses the challenges they faced in finding their first clients and the importance of having a financial plan and resources before starting a business. He also highlights the benefits of fractional support and services for small and medium-sized businesses. Additionally, Ethan talks about the healthcare considerations and options for entrepreneurs, particularly in New York State. In this conversation, Ethan Bull discusses the role of executive assistants in...

In this episode, Brett Traynor shares a five-step plan to help listeners find their first customer while still working in a corporate job. He emphasizes the importance of having a second income stream and diversifying risk. The steps include checking your employment agreement, identifying the problem you will be solving, identifying your initial target market, reviewing and prioritizing your network, and developing your messaging, positioning, and initial offer. Brett also highlights the value of asking for advice and using the 20-10 strategy to engage potential customers. He encourages listeners to take action and learn from their mistakes.

<...

This episode outlines the six stages of the escapee journey for GenXers stuck in corporate and provides guidance on how to get unstuck at each stage. The stages are: awareness, pre-escape (curious, interested, fearful), taking action, learn and earn, grow, control and freedom. The ultimate goal is to reach stage six, where one has the confidence and freedom to pursue their own path. The conversation emphasizes the importance of taking action, testing, and learning, as well as seeking support from communities of like-minded individuals.

Takeaways
There are many GenXers stuck in corporate who are unaware...

Summary
In this episode, Michael Haynes shares insights and guidance on how corporate escapees can build their own B2B professional service practice. He emphasizes the importance of expertise and the need to deliver advice, insights, and recommendations to clients. Haynes highlights the significance of listening and researching the market to understand target industries, customers, and decision-makers. He recommends becoming visible in the target market by leveraging professional associations and collaborating with thought leaders. Additionally, Haynes discusses the process of finding the first customer and suggests testing strategies before fully committing. In this conversation, Michael Haynes shares insights...

Summary

This is a special episode of the Corporate Escapee podcast. I was recently interviewed on hot new podcast called Your Work Friends.  It was a fun conversation with the 2 hosts Mel and Francesca. They are two HR leaders with no filters.

Your Work Friends Linktree: https://linktr.ee/yourworkfriends 

Your Work Friends Podcast: https://www.buzzsprout.com/2280460

Join the Your Work Friends LinkedIn Group: https://www.linkedin.com/groups/9558237/  

Brett Trainor, founder of The Corporate Escapee, discusses the growing trend of freelance fractional work and...

Summary
In this episode, Tamara Loring, from the Entrepreneur Source, discusses the need for change and the possibilities that exist beyond the corporate world. She emphasizes the importance of overcoming limiting beliefs and seeking support from mentors and coaches. Tamara also explores the fear of success and the concept of becoming You 2.0. She encourages listeners to design their lives and explore different possibilities. Finally, she highlights the importance of taking action and involving others in the journey towards a better future.

Links: The Entrepreneurs Source

Takeaways

Summary
In this conversation, Brett Trainor and Don Oehlert discuss the decision to stay in corporate or pursue other opportunities. Don shares his background as a former corporate employee and his transition into career coaching. They explore current trends in the corporate world and the reasons why individuals may choose to leave. They also discuss the challenges of micromanagement and the potential future of organizations. Don provides insights on the importance of onboarding and the role of AI in business. The conversation concludes with advice for those considering a career change.

Takeaways

Summary
In this conversation, Brett Trainor interviews Matthew Mottola about freelancing in the enterprise space. They discuss the impact of layoffs and the rise of freelancing, the shift from transactional to strategic freelancing, and the importance of building relationships and aligning incentives in freelancing. They also explore the role of platforms in finding freelance work, the opportunities in the enterprise space, and the considerations for working with enterprises. The conversation concludes with a discussion on industries and roles embracing freelancing and the future trends in the freelance economy.

Takeaways

This special episode is a recording of a LinkedIn live session called Quitting Your Day Job. This is part of John Arms’s Fractional Revolution Podcast. 

In this episode we talk about the how and why to quit your day job. If you are trapped and need a way out, take a wander through today's podcast with my guests Terra Fletcher, FCMO and speaker, and Brett Trainor, host of The Corporate Escapee.

Links to the original:https://podcasters.spotify.com/pod/show/johnarms/episodes/Quitting-your-day-job-e2et7k7

...

Summary

In this episode, Brett Trainor interviews Laura Lynch, a certified financial planner and founder of the Tiny House Advisor. They discuss Laura's escapee journey from corporate life and her transition to financial advising. They also explore the concept of tiny living and its financial implications. Laura emphasizes the importance of aligning work with personal values and redefining retirement based on individual goals and fulfillment. They also touch on the benefits of renting versus buying a home and the need for financial planning as a couple. Overall, the conversation provides valuable insights for corporate escapees looking to...

On this special episode is my conversation with Matthew Mottola on the Human Cloud podcast. They were kind enough to let me share it with my audience. If you are interested in the freelance future, especially at the enterprise level, this podcast is for you. They also have a ton of great content: https://humancloud.work/industry-insights/ 

Episode Summary

In this conversation, Brett Trainor discusses his journey into fractional work and the opportunities it presents. He highlights the benefits of fractional work, such as flexibility and the ability to work with multiple clients. He a...

Summary

In this episode, Brett Trainor interviews Michael Easter, author of 'The Comfort Crisis.' They discuss the importance of discomfort and challenging environments for personal growth and health. Michael shares his journey in the Arctic and how it made him realize the impact of comfort on modern life. They also explore the benefits of challenging oneself mentally and physically, the impact of mortality on decision-making, and the truth about fad diets and nutrition. Additionally, they discuss the benefits of rucking and spending time outdoors. Michael recommends finding ways to be grateful as a daily...

Today is a special episode

I was recently a guest on Laura Lynch’s Less House More Moola Podcast. We have a lot of synergies Focused on Helping GenXers find and build their best lives.  

She was kind enough to let me share this as an episode on my podcast. It is not often where I get to share my journey from the 9-5 grind to a corporate escapee and discuss the mission of helping other GenXers break free from corporate.

Episode Overview
This conversation exp...

In this episode, Brett Trainor discusses the importance of finding balance and planning for the future. He provides tools and frameworks to help listeners assess their current life balance, allocate their time effectively, and identify their goals and desires. By following these steps, individuals can work towards a more fulfilling and purpose-driven life outside of the corporate world.

Takeaways

In this conversation, Dennis Geelen shares his journey from corporate to solopreneurship and provides valuable insights for aspiring entrepreneurs. He discusses the challenges of leaving corporate, the importance of building credibility, and the process of refining your offer. Dennis also emphasizes the need to learn how to sell and the importance of building an audience. Finally, he highlights the benefits of creating additional revenue streams to complement your high-ticket offerings. In this conversation, Brett Trainor and Dennis Geelen discuss the importance of exploring different revenue streams and staying close to your core expertise when transitioning from corporate to entrepreneurship...

In this episode, Brett Trainor outlines a 10-step plan to transition from corporate to starting your own business. The plan covers defining your life vision, taking inventory of your skills and experience, identifying the core problem you want to solve, defining your ideal customer, choosing your business model, crafting your first offer, developing your messaging and positioning, leveraging your network, iterating based on feedback, and celebrating your new beginning.

Takeaways

In this conversation, Jon Younger discusses the future of work and the rise of freelancing and gig work. He explains the difference between freelancers and gigsters, and the growth of the freelance economy. Jon also shares the four phases of early freelancing and the challenges individuals face when transitioning to freelancing. He discusses how enterprises are starting to think about freelancers and the importance of workforce architecture. Jon emphasizes the need for companies to adapt to the changing landscape of work and the opportunities that freelancers bring. He also provides insights on finding opportunities on freelance platforms. In this...

In this episode, Brett Trainor discusses the concept of going solo and leveraging corporate experience to start a solo business. He explains that going solo does not necessarily mean starting a completely new venture, but rather using existing skills and expertise to offer services to organizations. Brett explores different paths to leverage skills, such as fractional leadership, consulting, advising, and skills as a service. He highlights the potential for success and financial control in a solo business, as well as the challenges of time management and adjusting to a new work structure. Brett encourages listeners to test the solo...

Summary

In this episode, Emma Terrazas, a health and life coach, discusses the importance of personal wellbeing and how to create a healthier lifestyle. She emphasizes the need for personalized approaches to nutrition and exercise, as well as the impact of COVID-19 on health. Emma also highlights the mental aspect of health and wellness, encouraging individuals to reframe their mindset and embrace a multi-passionate life. She provides practical tips for getting started and emphasizes the importance of taking small steps and having fun along the way.

Takeaways