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What happens when you walk away from the 9-to-5 and bet on yourself? Life After W2 explores the real stories of people who left corporate life to build businesses, freedom, and financial stability on their own terms.
Host Jon Chan, a CPA turned private lender, shares conversations with entrepreneurs, investors, and professionals who’ve made the leap. Together they unpack the messy middle, the lessons learned, and the wins along the way.
If you’ve ever wondered what it takes to move beyond a paycheck and create life on your terms, these stories will show you the way.
Host Jon Chan, a CPA turned private lender, shares conversations with entrepreneurs, investors, and professionals who’ve made the leap. Together they unpack the messy middle, the lessons learned, and the wins along the way.
If you’ve ever wondered what it takes to move beyond a paycheck and create life on your terms, these stories will show you the way.
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From Corporate to Creative. Olivia Atkin’s Inspiring Journey.What you will learn:• How Olivia transitioned from professional sports to corporate life• Why she pursued an MBA for new challenges and opportunities• How networking became essential during the COVID job search• The corporate culture issu…
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From Misconceptions to Mastery. Jim McEleney’s Franchise Journey.What you will learn:• How Jim went from misconceptions about franchising to exploring real opportunities• Why franchise owners lived a lifestyle that caught his attention• How working with a consulting group helped him identify goals …
Breaking Free from the Past. Mark Robinson on the Illusion of Safety and the Path Forward.What you will learn:• Why the past feels like a magnet and how to break its pull• How negative energy disguises itself as comfort and familiarity• The difference between real experience and the mirage of safet…
From Employee to Firm Owner. Kyle Beltle Shares the Turning Point That Changed Everything.What you will learn:• How a single moment can ignite the decision to start a firm• How to build personal runway for your transition• What to expect when employment shifts faster than planned• How to navigate t…
“Comfort is the biggest obstacle to growth.” In this episode, Mike Henzgen shares how he left a stable accounting W2 to build a business on his terms. He walks through the real tradeoffs behind leaving, from testing real estate to launching an offshore accounting team, and why the best time to take…
“Invest in what you know, not what you are being sold.” In this episode, retirement expert JP Ruiz QKA CISP pulls back the curtain on solo 401k and self directed IRA plans. We get real about record keeping, compliance, and the simple steps to move from a traditional employer plan into a structure t…
“I loved teaching—but I couldn’t keep giving from an empty tank.”After a decade in the classroom, Kerry Komarov hit a breaking point during COVID and extended maternity leave. Instead of returning, she mapped her transferable skills—storytelling, communication, digital creativity—into a content mar…
“I thought I’d finally found the perfect job — until it swallowed me whole.”After 15 years in corporate recruiting and management, Lindsey Tague hit burnout. Getting laid off from a startup became her wake-up call to stop chasing titles and start building something of her own. In this episode, she …
“You do not have to be a thousand steps ahead. Just one.” In part two, Aloysius “Al” Carl flips the mic and interviews Jon about leaving a stable consulting career to build a lending business, the messy middle, and learning to share more of his own story.
They unpack imposter syndrome, journaling …
“Every big win is a stack of small wins.” In this episode, Aloysius “Al” Carl shares how a whistleblower crisis ended his rise at Dun and Bradstreet and pushed him into entrepreneurship. He opens up about the emotional toll, the reality of cash flow, and why calm, focused energy beats hustle.
Al w…
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