Kass and Mike Lazerow are serial entrepreneurs and investors, best known as the co-founders of Golf.com and Buddy Media, the leading social media marketing platform that sold to Salesforce for $745 million. In this episode, they join Natalie for a raw, unfiltered conversation on the messy reality of building billion-dollar businesses, raising a family, navigating marriage, and staying focused through it all.

They don’t hold back. From the tough lessons they’ve learned as partners and parents to the playbook they’ve developed for building a business that lasts, you’ll walk away with the inside scoop on what it really takes to build a wildly successful business… and stay married while doing it.

TIMESTAMPS

00:00 - Introduction to Mike and Kass Lazerow

01:22 - Why co-founder partnerships succeed, or fail

02:38 - How to navigate working together as a couple

05:11 - The must-ask questions before choosing a business partner

07:28 - Equity splits, work ethic, and setting expectations

12:03 - The reality of balance for entrepreneurial families

14:27 - Building businesses during early parenting years

21:18 - The V2MOM framework for focus and decision-making

29:17 - Identifying the key levers that drive business growth

32:34 - Common mistakes in hiring and building a team

36:18 - Scripts and frameworks for difficult conversations

40:20 - Legal foundations every founder should know

45:41 - The emotional side of entrepreneurship and building wealth

49:42 - Rethinking money, freedom, and legacy

55:24 - What success really looks like in business and life

RESOURCES + LINKS

Grab Kass + Mike’s New Book Shoveling Shit Here: kassandmike.com/the-book

Get The Small Business Planner Here - The Tool Every Founder Needs To Organize + Run Every Detail Of Their Business, From Legal Documents + Contracts To Systems, SOPs, + Essential Operations.

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17: Real Life Killer Santa Claus