128 episodes

Join Shamus Madan as he interviews industry leaders like Mark Cuban and Tim Draper, sharing insights on building billion-dollar businesses to inspire the next generation of entrepreneurs.

The Dealroom with Shamus Madan The Dealroom with Shamus Madan

    • Business

Join Shamus Madan as he interviews industry leaders like Mark Cuban and Tim Draper, sharing insights on building billion-dollar businesses to inspire the next generation of entrepreneurs.

    How This 20-Year-Old Built A $100k/Month Business With $0

    How This 20-Year-Old Built A $100k/Month Business With $0

    Jacob Klug, a 20-year-old entrepreneur, embarked on a remarkable journey when he co-founded Creme Digital. At Creme, they specialize in creating beautiful software products at a fraction of the traditional cost and time. Their portfolio ranges from MVPs for startups to internal tools for Fortune 500 companies. What’s even more impressive? All their software is built using no-code tools like Bubble. This is the story of how he did it.

    • 48 min
    Meet The Marketing Genius Behind Duolingo's Viral Growth

    Meet The Marketing Genius Behind Duolingo's Viral Growth

    Shamus Madan interviews Gina Gotthilf, covering her pivotal career decision with Tumblr, an unexpected experience with a former boss, and she grew Duolingo to 200M users with PR. They discuss trust and risk in startups, PR misconceptions, meeting President Obama, and her work with Latin American startups at Latitude.

    • 1 hr 3 min
    Erik Allebest: How I Bootstrapped Chess.com To $100M in Revenue

    Erik Allebest: How I Bootstrapped Chess.com To $100M in Revenue

    In this episode, Shamus Madan interviews Chess.com's Erik Allebest about his entrepreneurial journey, the challenges of running a $100 million business, and maintaining balance. They delve into building company culture in a remote setting, growth strategies, and the impact of AI on online chess.

    • 47 min
    Casper Founder: How I Built A $575 Million Business At 31

    Casper Founder: How I Built A $575 Million Business At 31

    When Neil Parikh was in medical school, he called his parents to say he was taking a year off to move to NYC. At the time, they were furious, but little did he know that would be one of the best decisions of his life. He partnered with his friend, whom he met at a coworking space, to build a DTC mattress company. Their most recent valuation was at over $1 Billion. This is the story of Casper and the secret behind their viral growth.

    • 52 min
    Sequoia Just Backed This Founder To Replace Advertising Forever

    Sequoia Just Backed This Founder To Replace Advertising Forever

    At just 12 years old, Sam Obletz decided to put his studies on the back burner and start a computer integration company with his friend. Today, he has come a long way from building computers and is now on a mission to change advertising forever. This is his multi-billion dollar plan.

    • 50 min
    Meet The $29 Million Founder Creating The Future of Education

    Meet The $29 Million Founder Creating The Future of Education

    The education system is broken, but Tade Oyerinde is on a mission to save it with his startup Campus. He raised tens of millions from Sam Altman, Dr. Shaquille O'Neal, and many others. This is his multi-billion dollar plan.

    • 57 min

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