23: Telling Your Boss to Go Shove It & Become a Remarkable Misfit Traveling The World with AJ Leon

23: Telling Your Boss to Go Shove It & Become a Remarkable Misfit Traveling The World with AJ Leon

AJ Leon walks backs to his corner office on the 28th floor. He closes the door behind him and walks past his $8,200 mahogany desk to his window. He surveys the stark Manhattan skyline in the winter morning sunshine. The Chrysler building, the Empire State. Without warning, tears begin to drip down his cheeks. In his boss’s office, right next to his own, he’d just been offered a promotion. His six-figure salary would track up to seven-figures. All before his twenty-sixth birthday. It dawns on him that he has to do something radical: walk away. Have you ever had the sensation of living someone else’s life, or that you didn’t choose the path you’re on? Most people experience this, including AJ Leon. AJ Leon is no stranger to striding halls of financial power. “One thing led to another until I became a financial executive in New York,” AJ says. When he graduated college with a degree in finance and accounting, he took “the biggest offer at the largest firm that I could find. I really didn’t care what I would be doing for them or where I’d be.” In his mid-twenties, he’d ascended the corporate ladder until he boasted a corner office in Manhattan. AJ was making “an absurd amount of money, with big bonuses. I didn’t even work a ton of hours. I was kind of at the top.” Yet he was crestfallen. The problem, he confesses, was: “I hated my life. I was completely and utterly passionless about what I was doing and always had been.” When he was presented with the dream promotion, he was working on Wall Street. It was December 31, 2007, the month that saw the beginning of the global financial crisis and US recession. AJ Leon was offered a job that promised a salary double his previous one. Imagine while the world begins to crumble, you are selected to be groomed to make partner in one of the most successful firms in New York city. “[My boss] said basically you’re going to make twice as much money as you do. You’re effectively going to be number three in the company.” AJ realized he was just offered something that he would never be able to walk away from. “I got truly depressed to the point where I was crying, alone, in my office.” In this interview you will learn: - AJ's inspiring story on what it means to give up society's perfect life that is mapped out for you - How to become a corporate misfit - The secret to creating a movement that people can really get behind - What it takes to turn your idea into reality - How to obtain Freedom - What it truly means to do work that matters and change the world one step a time - How to live a life of adventure and fun! - & So much more! I Need Your Help! If you haven’t already, I would love if you could be awesome and take a minute to leave a quick rating and review of the podcast on iTunes by clicking on the link below. It’s the most amazing way to help the show grow and reach more people! Leave a review for the Foundr Podcast!

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621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

Nala was built by two founders with no fashion background who invested $200,000 before making a single sale and went on to sell over 400,000 pieces in just two years. In this interview, Chloe and ...

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620: (Solo) The Secret to Making Bold Business Moves With Confidence

620: (Solo) The Secret to Making Bold Business Moves With Confidence

One of the biggest challenges founders face — especially at the end of the year — is knowing what to do next and feeling confident that the move you're about to make is the right one. Certainty feels ...

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619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

Adam Ewart turned a £50 excess baggage fee into a global bootstrapped logistics company operating in 145 countries and staying profitable for 15 straight years. In this interview, Adam breaks down ...

1 Jan 47min

618: (Solo) What 5 World-Class Founders Taught Me This Year

618: (Solo) What 5 World-Class Founders Taught Me This Year

Every year I sit down with some of the world’s most fascinating founders — but this year’s interviews hit me harder than most. Reinvention, resilience, copycats, failure, loneliness after exits, scrap...

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617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

Aliett Buttelman spent eight years grinding in the dark before a single viral moment with Taylor Swift turned Fazit into an overnight seven-figure brand. In this interview, Aliett breaks down the ...

25 Dec 202552min

616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

2025 has been one of the most eye-opening years of my founder journey — personally, professionally, and strategically. Instead of sharing a highlight reel, I want to share the real lessons that moved ...

23 Dec 20258min

615: Stop Chasing Sexy Businesses - This Boring One Made Me $500M+ | David Royce

615: Stop Chasing Sexy Businesses - This Boring One Made Me $500M+ | David Royce

David Royce went from a broke college kid in a door-to-door pest control job to building and selling four service businesses for nine-figure exits by applying Silicon Valley systems to an unsexy blu...

18 Dec 202558min

614: (Solo) Running on Fumes? Reset Your Mindset Before The Year Ends

614: (Solo) Running on Fumes? Reset Your Mindset Before The Year Ends

If you’re dragging yourself toward the end of the year feeling exhausted, overwhelmed, and mentally drained, you’re not alone. This is one of the toughest stretches for founders — you’re still runni...

16 Dec 20259min

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