Pattern Breakers

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...

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...

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...

 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...

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...

 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...

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 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...

 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...

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...

 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...

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 wr...

Amjad Masad's journey is defined by relentless persistence. Born and raised in Jordan, he borrowed computers to teach himself coding, and then earned money building software for local internet cafes. He applied to Y Combinator again and again, finally gaining acceptance on his fourth try. His constant drive fueled continuous improvement, culminating in the breakthrough success of Replit, the $1.1B...

When the team behind Box first went looking for funding back in 2005, they tried just about every trick in the book. They sent Bill Gates a fax. They dropped a prospectus off at Paul Allen’s house in Seattle. And they took a shot at convincing Mark Cuban to join two ambitious college kids  with a hunch the way businesses stored and collaborated around information was about to change. Two decades l...

Guillermo Rauch didn’t find success by accident. He began working on computers as a kid growing up in Argentina and was hooked immediately, eventually falling in love with programming and open source before moving to Silicon Valley. Since then his blend of technical foresight, audacious ambition and obsessive attention to detail in products has made him the successful CEO of Vercel, the cloud plat...

Long before Plaid became a $13.4 billion fintech juggernaut, it was just another struggling startup. Co-founders Zach Perret and William Hockey burned through cash and pivoted from one failed idea to the next, ultimately getting turned away by roughly 100 VCs during seed round funding. But Plaid persevered, and eventually revolutionized how financial data moved through the internet, eventually boa...

As the co-founder of Robinhood, Baiju Bhatt didn't just help launch a company. He sparked a movement that fundamentally shifted the dynamics of investing, and created a new path for everyday people to participate in the markets. But can the man who changed the way people think about money do the same for energy? In this episode, Mike Maples, Jr. of Floodgate speaks with Bhatt about the origins of...

When Josh Reeves, Tomer London and Edward Kim founded Gusto in 2012, roughly 40 percent of the employers in the United States were still doing their payroll by hand. Thousands of small business owners spent their time reading up on various federal and local tax codes or buried in late-night paperwork, drained of the energy to truly chase their dreams. In this episode, Mike Maples, Jr. of Floodgate...

Most startups stick to traditional methods of getting their message out. Pattern Breakers, however, don't follow the old rules of marketing. Instead they ignite a movement where they ultimately rise to the top, uncontested, while others later scramble for the leftovers. In this Breakthrough Lesson, Mike Maples Jr. of Floodgate examines three lessons learned from the recent viral breakout of the ed...

The team behind the educational technology company Mentava is a small one, but its product idea is extremely ambitious: An app that teaches two year-olds to read at a second grade level. The idea is the brainchild of founder Niels Hoven, a father of four committed to accelerating K-12 education and helping high-achieving kids reach their true potential. In this episode, Mike Maples, Jr. of Floodga...

Few startup founders follow a path to success like Daphne Koller, a polymath whose academic career in machine learning, computer vision, and computational biology make her a force far beyond the business arena. Koller left her academic career at Stanford in 2012 to co-found Coursera, the world’s largest platform for massive open online courses (MOOCs). After building the company into a global phen...

On this special episode of Pattern Breakers, host Mike Maples Jr. of Floodgate joins LinkedIn founder and legendary investor Reid Hoffman for a conversation on Hoffman’s podcast Masters of Scale, where iconic business leaders share lessons and strategies that have helped them grow the world's most fascinating companies. Mike discusses the insights he’s gathered from decades of investing, inflectio...

Today is a huge day for Pattern Breakers , the book. Co-written with Peter Zeibelman of the Stanford Graduate School of Business, Pattern Breakers has been dubbed “the most important start-up book of the last ten years” by legendary entrepreneur and co-creator of the Lean Startup movement Steve Blank. Pattern Breakers draws from decades of experience in entrepreneurship and venture capital from it...

There is no single path to becoming the founder of a pattern-breaking startup. For Maddie Hall, her journey began with a crucial choice: to brainstorm startup ideas or to spend time with people already shaping the future. She chose the latter, following Sam Altman at OpenAI as his Chief of Staff. This experience, along with the connections and knowledge she gained, inspired her to co-found Living...

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