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.

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.

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.

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.

Joe Lemay: How We Went From -$400k To A $50 Million Exit Selling Reusable Notebooks

In 2016, Joe Lemay's balance sheet for Rocketbook was -$400k, and no VC would touch him. Bootstrapping was his only option. After four years of sweat and tears, he and his co-founder, Jake, built the company to a +$50M exit. This is the story of Rocketbook.

Bobby Brannigan: How I Went From $250k In Debt To Bootstrapping A $100M Business

In this episode, Shamus Madan chats with Bobby Brannigan about his entrepreneurial journey, from his father's grocery store to stock trading and textbook business. They discuss Bobby's innovative strategies, business financing, handling lawsuits, and market competition. Bobby shares his personal journey, including a life-changing backpacking trip and the influence of mentorship. The discussion ends with insights into scaling a business and Bobby's decision to sell his venture.

Lucie Basch: How I Co-Founded A Mobile App That Saved 300 Million Meals

In this episode, Shamus Madan chats with Lucie Basch about her fight against food waste, the creation and scaling of her platform, Too Good To Go. They discuss the economic and environmental impacts, onboarding challenges, international expansion, and the importance of a company's story. Lucie also shares advice for aspiring entrepreneurs.

Noah Kagan: Revealing The Marketing Strategy I Used To Build A $100M Business

In this episode, Shamus Madan converses with Noah Kagan about his journey from his early marketing experiences to his time at Facebook and Mint. They discuss 'Test and Invest', a strategy used by AppSumo, and Noah shares advice he'd give to his younger self.

Ben Van Leeuwen: How I Founded A $300k/Day Business Selling Ice Cream At 24-Years-Old

In this episode, Shamus Madan talks with Ben Van Leeuwen about his journey in the ice cream industry, starting a business with limited capital, and building a positive culture. They discuss hiring strategies, finding capital for growth, overcoming challenges, and the reality of overnight success.

Matt Chan: How I Bootstrapped a $40k/Month Lead Generation Agency In Six Months

In this episode, Shamus Madan converses with Matt Chan about his entrepreneurial journey. They discuss Matt's transition to entrepreneurship with Alpine Media, his experiences in agency work, and how he ventured into the pool building industry. Matt shares his encounters with personal challenges, including a robbery in Greece, and how he overcame initial failures. The episode concludes with his insights on goal setting, team building, and refining the sales process.

Dori Yona: How I Grew An App To 3.5 Million Users & Raised $1.5 Million To Help Companies Shut Down

In this episode, Shamus Madan speaks with Dori Yona about his entrepreneurial journey, from his early ventures to the founding of Ernie. They discuss the challenges of shutting down a company, leading to the creation of Simple Closure, a solution that simplifies this process. Yona shares insights on customer acquisition, growth, and securing venture capital for Simple Closure.

The Truth Behind The Housing Crisis & How This Founder Aims To Solve It w/ Ritwik Pavan (CEO of Krava)

In this episode, Shamus Madan talks to Ritwik Pavan about his journey from creating his first app, Flappy Yeeke, to establishing Linker Logic Technologies. They discuss Ritwik's transition to Vade, the inception of Krava, its role in addressing the housing crisis, and future goals. Ritwik shares his long-term vision and advice for aspiring entrepreneurs.

Kat Cole: How I Went From Living on $10/Week To The President of Cinnabon

In this episode, Shamus Madan interviews Kat Cole, discussing her early life, work experiences, and decision to drop out of college. They delve into overcoming stereotypes, imposter syndrome, and the challenges of being a young executive. The importance of financial education and self-love are also discussed, with Cole offering advice on independence and personal growth.

How Uber Beat Lyft And Reached A $100B Valuation w/ Emil Michael (Former Chief Business Officer @ Uber)

In this episode, Shamus Madan talks with Emil Michael about the importance of mentors, his career journey post-Harvard, and his transition to the public sector. They discuss the shifting honor from public to private sector and Emil's experience at Uber, including its growth, international expansion challenges, and evolution into a 'SuperApp'. They also explore the future of payment services and the impact of self-driving cars on ride-sharing. Emil offers advice for startups and shares about his personal life and political involvement.

Hussein Fazal: How I Got Backed By Steph Curry & Raised $150+ Million To Create A Super Savings App

In this episode, Shamus Madan interviews Hussein Fazal, discussing his entrepreneurial journey, the transition from bootstrapping to VC funding, and breaking into a duopolistic market. They also talk about Steph Curry's investment, remote work culture, and traits of successful entrepreneurs.

How This Former Uber Driver Became A VC Running A $1 Billion Fund In NYC w/ Jason Shuman

In this episode, Shamus Madan speaks with Jason Shuman about the challenges of entrepreneurship, from dealing with self-doubt to choosing business locations. They discuss strategies for building a strong VC network, the difficulties of raising capital, and how to handle business failure. The conversation wraps up with Jason's approach to seed investing and his interest in prop tech.

Building Snowflake To A $1.5B Valuation & The Truth Behind How AI Will Change The World w/ Bob Muglia

In this episode, Shamus Madan chats with Bob Muglia about his career from early digital communication to Microsoft and beyond. They discuss startup expansion, cloud computing, AI, and the importance of focus and values in business. The conversation also delves into the future and risks of AI, societal implications, and Bob's book "The Data Pernoor."

From Growing Up In Poverty To Becoming A Shark On ABC's Shark Tank w/ Matt Higgins

In this episode, Shamus Madan interviews Matt Higgins, discussing his journey from poverty to becoming the youngest press secretary in history. They delve into topics like self-reliance, the relationship between opportunity and data, and the importance of supportive partnerships. The conversation also touches on personal growth through depression, career advice for young people, and the process of writing a narrative business book. Lastly, they explore the value of risk-taking, building a legacy, and Matt's book recommendations.

The Inspirational Journey of Making Affordable Glasses A $1 Billion Company w/ Neil Blumenthal (Co-CEO)

In this episode, Shamus Madan interviews Neil Blumenthal, co-founder of Warby Parker. They discuss Blumenthal's journey from Vision Spring to Warby Parker, the importance of customer experience, and the company's expansion strategies. They also delve into the future of glasses industry, Warby Parker's social impact, and key takeaways for entrepreneurs.

The Startup That Raised $225 Million To De-Extinct The Wolly Mammoth w/ Ben Lamm (Co-Founder)

In this episode, Shamus Madan converses with Ben Lamm about his journey from early life to becoming the founder of Colossus Biosciences. They discuss the company's mission, the inspiration behind it, and the challenges of biodiversity loss and raising funding. They also talk about balancing investor advice, the role of celebrity involvement, and dealing with regulatory and ethical issues. The episode concludes with Ben's aspirations beyond Colossal Biosciences.