280: From Online Poker Affiliate to Referral Marketing Mogul: Ambassador’s Jeff Epstein Shares His Journey

280: From Online Poker Affiliate to Referral Marketing Mogul: Ambassador’s Jeff Epstein Shares His Journey

Jeff Epstein paid off his law school student loans in an unconventional way. When he and a couple of friends noticed the booming online poker sites in the mid 2000s, they created an affiliate company to refer traffic to them and get paid in return. The business did well enough that Epstein was able to sell his stake to his partners for a nice profit that helped him pay off his debt. Epstein ultimately decided not to pursue law, but his entrepreneurial experience stuck with him. In particular, he recognized the power of referrals to help businesses gain more customers. As a result, Epstein eventually founded Ambassador, a referral marketing software that enables brands to build and scale referral, affiliate, partner, and influencer programs. While the journey to growing Ambassador was far from a smooth ride, Epstein picked up many valuable lessons along the way that helped him grow as both a person and an entrepreneur. Eventually, Ambassador became successful enough that it was acquired by a large corporation. Check out this interview to learn more about Epstein’s journey and hear him open up about his biggest mistakes, regrets, and lessons learned. Key Takeaways How Epstein used his poker affiliate business to pay off law school debt What he learned about the power of referrals in the process Why Epstein regrets acquiring his first SEO company, and what ultimately led to its demise How this failure informed the idea for referral marketing software, Ambassador Why it took six months for Ambassador to get a repeat paying customer What it was like to run a “fat” startup How Ambassador’s acceptance into Techstars helped the company take off The growth of Ambassador and its stressful acquisition by West Corporation

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637: How One Decision Separates a $1 Million Business From a $250 Million One | Leila Hormozi

637: How One Decision Separates a $1 Million Business From a $250 Million One | Leila Hormozi

Leila Hormozi went from six arrests in 18 months to building a portfolio generating over $250 million in annual revenue by age 30. What makes her story fascinating isn't just the rags-to-riches narr...

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636: (Solo) The Facebook Ads Metrics That Actually Matter When Scaling

636: (Solo) The Facebook Ads Metrics That Actually Matter When Scaling

Most founders think scaling Facebook ads is about finding one winning ad and spending more behind it. But that's not how it works — especially not anymore. Here's the truth: the brands that scale o...

2 Maalis 10min

635: The Meta Ads System Working in 2026 | Nick Shackelford

635: The Meta Ads System Working in 2026 | Nick Shackelford

Nick Shackelford has spent hundreds of millions of dollars profitably on Meta ads and grown Structured from zero to $76 million in revenue in under three years. And he's here to tell you this clearl...

27 Helmi 52min

634: (Solo) My Current AI Stack (and How It’s Helping Us Move 10x Faster at Foundr)

634: (Solo) My Current AI Stack (and How It’s Helping Us Move 10x Faster at Foundr)

Most founders are either ignoring AI or drowning in it. But here's what I've learned after 13 years of building Foundr: AI isn't a shortcut to success — it's a tool. And when used right, it's like upg...

23 Helmi 11min

633: We Built a $42M Business by Reinventing Coffee | Purity Coffee

633: We Built a $42M Business by Reinventing Coffee | Purity Coffee

Amber and Andrew Salisbury turned a marriage argument about coffee into an eight-figure health food empire. After Andrew couldn't find a single coffee brand that prioritized health over marketing, t...

20 Helmi 50min

632: (Solo) Why In-Person Still Wins (Even in a Remote World)

632: (Solo) Why In-Person Still Wins (Even in a Remote World)

We've glorified remote work — the flexibility, the efficiency, the freedom to work from anywhere. And don't get me wrong, I love it too. But here's what we've lost in translation: humans are wired for...

16 Helmi 6min

631: He Built a $125M Brain Food Brand With Just 10 People | Will Nitze

631: He Built a $125M Brain Food Brand With Just 10 People | Will Nitze

Will Nitze went from selling Linsanity T-shirts in his college dorm to building IQ Bar into a $125 million brain food empire—with just a team of ten people. No bloated headcount. No burning through ...

12 Helmi 53min

630: (Solo) How to Find People Who Actually Care About Your Business

630: (Solo) How to Find People Who Actually Care About Your Business

Most founders are desperate to hire — but they're asking the wrong question. It's not "How do I find great people?" It's "How do I find people who care as much as I need them to?" Here's the truth:...

9 Helmi 10min

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