About this episode

Mike and Kass Lazerow discuss their journey from golf to tech and investing, including insights on Buddy Media and The Grass League.

Mike and Kass Lazerow join The Dan Evans Show for the full breakdown of their golf-to-tech-to-investing journey: the Golf.com origin story, the dot-com crash and comeback, Buddy Media’s growth and sale to Salesforce, the hard pivots founders have to make, and why they believe The Grass League is a perfect modern golf format. 0:00 Intro 1:57 Golf as the thread + “swing test” story 8:35 Spreadsheet → Golf.com concept 11:48 Chipshot.com deal + dot-com crash 13:35 Medinah lunch pitch comeback 14:00 Tiger’s impact on Golf.com 21:39 Buddy Media + Facebook wave 24:16 Pivot to SaaS + recurring revenue 26:14 Panic-attack pivot moment 32:26 Phish tangent 35:30 Building with kids during the grind 40:02 Salesforce transition + Benioff quote 45:16 Investing checklist 53:34 The Grass League: why it works 1:03:01 Outro + book + New York Bluebirds

People in this episode

Host: Dan Evans

Guests: Mike Lazerow, Kass Lazerow

Topics covered

• golf
• technology
• investing
• founder pivots
• Buddy Media
• Salesforce
• The Grass League

Keywords

• Golf.com
• Buddy Media
• Salesforce
• founder pivots
• The Grass League
• investing
• dot-com crash
• technology

Mentioned in this episode

Organizations: Golf.com, Buddy Media, Salesforce, Facebook, The Grass League

Books & works: New York Bluebirds

Places: Medinah, New York

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