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:
Sponsors:
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.
What is Moneywise?
This is Moneywise, a podcast where hosts Sam Parr and Harry Morton are joined by high-net-worth guests to explore exclusive insights into personal finance and lifestyle tailored for other high-net-worth people, or those on their way. They'll get radically transparent about the numbers, revealing things like their burn rates, portfolios, and spending habits. This podcast was made for the Hampton community, a private, highly-vetted, peer membership community for founders and CEOs of fast-growing, tech-enabled startups. Check it out at https://joinhampton.com/.