239: The Importance of Being Bold in Business, With Real Estate Mogul Dottie Herman

239: The Importance of Being Bold in Business, With Real Estate Mogul Dottie Herman

You don’t become the richest self-made woman in American real estate by playing it safe. Dottie Herman has proved time and time again that bold moves pay off. In the 1980s, in a maneuver that solidified her path to the top in real estate, Herman flew to California and convinced Merrill Lynch to hire her to help the company expand into the real estate market. In 1990, when Prudential decided to sell its regional holdings, Herman then persuaded the company to lend her $9 million to purchase its own Long Island real estate offices. And in 2003, Herman expanded her empire into New York City with the nearly $72 million purchase of the most prominent Manhattan real estate company, Douglas Elliman (again convincing Prudential to finance the deal). “If you don't ask, you don't know,” Herman says. “And the worst that can ever happen is someone says no.” Key Takeaways How Dottie Herman got into real estate Her bold move that convinced Prudential to lend her money to purchase one of its own companies How she weathered a recession while running her business The story behind acquiring Douglas Elliman, a prestigious real estate company in Manhattan Why she wanted to expand her real estate empire into New York City Her thoughts on branding How she maintains a good working relationship with her employees What she hopes to do next

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643: (Solo) Why Profitable Businesses Still Fail (And How to Avoid It)

643: (Solo) Why Profitable Businesses Still Fail (And How to Avoid It)

Most founders think if their company is profitable on paper, they're safe. But here's the truth I learned the hard way: businesses don't fail because they're unprofitable. They fail because they run o...

23 Maalis 12min

642: I Quit My 15 Year Career To Build a Jewelry Business — and Hit $400,000 in My First Year

642: I Quit My 15 Year Career To Build a Jewelry Business — and Hit $400,000 in My First Year

Rosie Collins had a Christmas epiphany about baby shower gifts—every present focused on the baby, never the mom. That single observation turned into Deja Marc, a multimillion-dollar personalized jewel...

19 Maalis 59min

641: How Konnie Built A $60K/Month Swimwear Brand In 18 Months — Without Quitting Her Day Job

641: How Konnie Built A $60K/Month Swimwear Brand In 18 Months — Without Quitting Her Day Job

Most people spot a gap in the market and do nothing — Konnie Tsimiklis spotted one, had zero fashion experience, and built a brand around it anyway. A management consultant by trade, Konnie spent dec...

18 Maalis 38min

640: (Solo) Why Community Beats Followers in 2026

640: (Solo) Why Community Beats Followers in 2026

Followers are easier to get than ever. But here's what most founders don't realize: genuine community and real relationships are becoming significantly more valuable. At Foundr, we've built an audi...

16 Maalis 7min

639: From $60K in Debt to ICONIC $100M Fashion Label | Rebecca Minkoff

639: From $60K in Debt to ICONIC $100M Fashion Label | Rebecca Minkoff

Rebecca Minkoff arrived in New York City at 18 with no money, no degree, and a low-paid internship that paid $3 an hour. She lived in a relative's playroom just to make it work. Twenty-one years lat...

12 Maalis 57min

TRAILER: Little Empires — A Foundr Original Series

TRAILER: Little Empires — A Foundr Original Series

You've heard from the best in the business — Mark Cuban, Alex Hormozi, Emma Grede. Their stories are incredible. But sometimes, you need to hear from someone who's exactly where you are right now. ...

11 Maalis 3min

638: (Solo) How I'd Launch an Ecom Brand in 2026 with $10K and Zero Followers

638: (Solo) How I'd Launch an Ecom Brand in 2026 with $10K and Zero Followers

If you're just getting started with e-commerce and you're wondering how to actually scale with limited cash and no audience, this episode is for you. I get asked this all the time: "Nathan, how do I g...

9 Maalis 8min

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...

6 Maalis 58min

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