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Pattern Breakers

Pattern Breakers

Floodgate 113 Episodes Apr 27, 2026

Host Mike Maples Jr. from venture capital firm Floodgate offers lessons from the rare startup super performers — BEFORE they were successful. Pattern Breakers features interviews with some of Silicon Valley’s most legendary entrepreneurs and thought leaders, including Netscape co-founder Marc Andreessen, LinkedIn founder Reid Hoffman, Instagram founders Kevin Systrom and Mike Kreiger, business maverick Mark Cuban, and Shopify co-founder Tobi Lütke.

Episodes

James Beshara: How a Dangerous Problem Led to a Magical Solution Apr 27, 2026 00:45:47 For most of his 20s, James Beshara tried to go big as a startup founder in a hot category where he burned tons of money in hopes of getting big fast. Instead, he ended up with a heart condition and a fire sale. So he decided to radically rethink his approach, and start with a problem that he actually had. With coffee off the menu due to his medical condition, he began asking what he could use to s
Immad Akhund: How Mercury Saved The Day For Startups Mar 16, 2026 00:39:38 When Silicon Valley Bank collapsed over 48 hours in March 2023, it marked the third-largest bank failure in United States history and the largest since the 2008 financial crisis. But the fintech company Mercury was willing and ready to save the day for startups in need, landing $2 billion in new deposits in five days. That's what it looks like when a founder who thinks about a problem all the time
John Zimmer: Pink Mustaches, Rideshare Wars, and the Legacy of Lyft Feb 9, 2026 00:42:09 Lyft co-founder John Zimmer helped spark a movement to revolutionize transportation, but the road was never a smooth one. Zimmer and co-founder Logan Green had to outmaneuver entrenched taxi monopolies and rewrite the rules of urban mobility on the fly, all while scaling a business model that many experts insisted was a logistical impossibility and battling Uber co-founder Travis Kalanick for mark
Spenser Skates: How Perseverance Paid Off for Amplitude Jan 5, 2026 00:44:55  When Amplitude launched in 2012, the analytics market looked crowded, and the company spent more than a year struggling to find any traction. But co-founder and CEO Spenser Skates prioritized truth seeking over narratives. He studied the outcomes of past Y Combinator batches and noticed a simple rule: Most companies died before they even learned enough to make something that people want. All Ampl
Wade Foster: Why Zapier is Built for the AI Revolution Nov 18, 2025 00:42:16 When Wade Foster was a kid growing up in Jefferson City, Missouri, there weren’t many models for how to carve out a career in entrepreneurship. But when he and his friend Bryan Helmig developed an easier way to help users connect web-based applications, they ushered in what would eventually become Zapier, a remote automation giant that’s now worth an estimated $5 billion and is ideally positioned
Howie Liu: Building Airtable to Feel Magical Sep 29, 2025 00:46:05  Spreadsheets were originally designed for finance people. But when Howie Liu and his co-founders started Airtable in 2012, they had a deeper insight that a spreadsheet-database hybrid could be used by anyone for just about anything, including project management, content calendars, recipes, and even travel itineraries. Now the company is valued at an estimated $4 billion, and it’s a prime example
Joe Liemandt: The AI-Powered School Rewriting the Future of Education Sep 9, 2025 00:42:33 Long before he attended Stanford, founded software giant Trilogy, or became the youngest member of the Forbes 400, Joe Liemandt wrote a high school paper about the potential for a futuristic technology called Artificial Intelligence. Four decades later Liemandt sits in the principal’s chair at Alpha School, an AI-powered private school founded in Austin, Texas with a revolutionary approach to lear
Mårten Mickos: Essential Lessons From A Legendary Tech CEO Aug 25, 2025 00:41:24 Mårten Mickos isn't the kind of CEO who tries to dream up world-changing ideas or invent brand new markets. Perhaps best known for leading MySQL to becoming a $1 billion success story that powered Facebook, Google, and YouTube, Mickos also led teams at Eucalyptus and HackerOne and has consistently shown an ability to convert the potential energy of an idea into the kinetic energy of execution. In
Eric Schmidt: The Implications of Superintelligence Aug 4, 2025 00:40:35  Best known as the CEO who helped transform Google from a promising startup into one of the best businesses in human history, Eric Schmidt has recently become one of the most important voices in the global conversation about artificial intelligence. He’s co-written two books on the subject including the New York Times bestseller Genesis: Artificial Intelligence, Hope, and the Human Spirit, co-writ
Pedro Franceschi: Lessons from an Evolving Entrepreneur, from Hacking iPhones to Building Brex Jun 30, 2025 00:43:19 At just 13 years of age, Pedro Franceschi was one of the first to jailbreak the iPhone. By the time he was 15 he had co-founded a payments company that would process over a billion in transactions. And by the time he was in his early 20s, helped transform a last minute YC pivot into Brex, one of the most iconic fintech breakout stories of the decade. In this episode, Mike Maples, Jr. of Floodgate
Mitchell Hashimoto: How Solving His Own Problem Sparked HashiCorp Jun 16, 2025 00:39:27  The most successful founders don't usually chase startup ideas. Instead, they're pulled toward problems they can't ignore. Back in 2009,  Mitchell Hashimoto set out to fix what frustrated him by hacking nights and weekends, open sourcing the tools he wished had existed for over a year. His quiet persistence and commitment to fixing the problem ignited one of the decade's most influential cloud co
Jake Knapp: The Founder’s Guide to Product-Market Fit May 5, 2025 00:41:10 For startups in the zero to one phase, finding product-market fit isn't everything. It’s the only thing. And there are few people in the entrepreneurial world better at solving the product-market fit puzzle than Jake Knapp, who helped build Microsoft Encarta and Gmail, co-founded Google Meet, and has advised teams at Miro, Slack, LEGO and NASA on product strategy and time management. Knapp also w

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