The Dealroom with Shamus Madan The Dealroom with Shamus Madan

Bryan Clayton joins Shamus Madan to discuss his entrepreneurial journey, starting with his early experiences and scaling a lawn mowing business to $10M. Bryan shares insights from selling that business and transitioning to Greenpal, tackling early challenges and learning from failures. He details his journey into software development, building a tech platform, and forming a development team. Bryan also discusses the challenges of creating a new marketplace, monetizing Greenpal, and effective content marketing strategies. The episode concludes with a quick fire round, advice to his younger self, and final thoughts on personal growth and compound interest.

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.

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.

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.

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.

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.