Stop making million dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://joinhampton.com/ Kass and Mike Lazerow built two companies together, sold one for $25M… and the next for $745M. Along the way, they went bankrupt, survived dot-com busts and Facebook booms, and figured out how to build a business without destroying their marriage. Here’s what we talk about: What it’s actually like to sell your company for $745 million The early Golf.com bankruptcy scare, and how Tiger Woods saved the business Why their co-founder relationship works (and where it almost blew up entirely) Mixing work and love: the brutal fights, trust, and one-liners from the delivery room Full breakdown of their first splurge, and what “enough” money really means Raising $50M without meaning to sell, and getting a surprise offer from Salesforce The $12M flop that reminded Mike why Kass is the only co-founder he needs Co-founder red flags, communication rules, and how they manage disagreements Living rich vs. feeling rich: the moment they finally felt secure Cool Links: Hampton https://www.joinhampton.com/ Lower Street https://www.lowerstreet.co/ Kass and Mike https://kassandmike.com/ Kass and Mike's book: Shoveling $h!t : A Love Story https://www.amazon.co.uk/Shoveling-Story-about-Entrepreneurs-Success/dp/B0DY21NS7W Sponsors: The modern way to run your business phone is https://www.quo.com/perks/moneywise Achieve your dream body with https://www.dailybodycoach.com/moneywise Protect your upside and get your time back at https://www.cressetcapital.com/moneywise Chapters: (1:26) The $745M Buddy Media exit (4:29) What people get wrong about working with a spouse (6:22) How Kass and Mike met (8:44) The Golf.com story (15:33) Managing team dynamics as married co-founders (23:17) Handling finances as a married couple (28:18) What they did with the money after the exit (32:33) Lessons learned and what they'd do differently (36:58) Closing thoughts on finding the right co-founder This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community. Your Host: Harry Morton Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts. Co-parents a cow named Eliza.
