466: We Sold a Company for $745M - Here’s the Reality Behind The Scenes: A Raw Conversation with Kass + Mike Lazerow

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. Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).