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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627: How Lia Georgantis Built an Iconic Aussie Fashion Brand in Just 5 Years

627: How Lia Georgantis Built an Iconic Aussie Fashion Brand in Just 5 Years

Lia Georgantis took over a multi-brand fashion boutique with no business experience, lost most of her suppliers overnight, then rebuilt it into one of Australia’s most recognisable fashion brands by...

29 Jan 56min

626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

Most founders won’t say this out loud… work-life balance doesn’t really exist. At least not in the early years. I didn’t want balance — I was obsessed. I worked until 5 a.m., skipped sleep, skipped ho...

27 Jan 10min

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

One billion dollars. That’s what today’s guest built — after being rejected on Shark Tank, nearly going bankrupt multiple times, and spending millions before making a single sale. In this video, Jam...

22 Jan 53min

624: (Solo) How to Create More Than You Consume (Without Burning Out)

624: (Solo) How to Create More Than You Consume (Without Burning Out)

Most founders drown in content — YouTube, TikTok, newsletters, podcasts — but they rarely create anything themselves. And here’s the problem: consumption doesn’t build businesses; creation does. In...

20 Jan 9min

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

Jordan Harper built an eight-figure skincare brand in its first year by maxing out five credit cards while already $500,000 in debt — and never raised a single dollar from investors. In this inter...

15 Jan 53min

622: (Solo) The Truth About Founder-Led Content in 2026

622: (Solo) The Truth About Founder-Led Content in 2026

Founder-led branding isn’t dead — but it is evolving fast. Showing your face and posting “day in the life” content is no longer enough to stand out. The bar has risen, audiences have matured, and what...

13 Jan 8min

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 ...

8 Jan 49min

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 ...

6 Jan 11min

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