Moneywise

How They Built a $745M Company Together and Stay Married

125 snips
Oct 7, 2025
Mike and Kass Lazerow, successful entrepreneurs who co-founded Buddy Media and Golf.com, share their journey of building a $745M company while navigating family life. They dive into the chaos of selling their business, surviving a bankruptcy scare, and how Tiger Woods played a pivotal role. The couple discusses the importance of trust and communication in their partnership, revealing their approach to managing work disagreements and finances. They redefine what 'enough' money means, highlighting experiences over accumulation, and share candid lessons from their entrepreneurial journey.
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Buying Back The Company And Selling To Time Warner

  • After chipshot.com's deal collapsed, Kass and Mike bought golf.com back and rebuilt it from near-zero while sleeping in hotel rooms.
  • The Time Warner sale netted them about $3M each before taxes and relocated them to New York.

Be Brutally Honest And Clear Things Early

  • Be brutally honest and put issues on the kitchen table immediately.
  • Treat work discussions as direct and avoid holding grudges so problems don't stack up.

The SNL Trip That Became A Lesson

  • Mike once left his son's first birthday to catch an SNL taping, which sparked a major fight and a long lesson in empathy.
  • He learned to ask and accept the personal impact of choices rather than steamroll decisions.
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