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In this episode, I sit down with Mike & Kass Lazerow, serial entrepreneurs, investors, and business partners who built and sold Buddy Media for $745M.
From launching Golf.com while dating to scaling multi-million dollar businesses together, Mike and Kass share the brutal truths of entrepreneurship—from embracing fear and failure to making bold pivots. They reveal what it takes to build, scale, and survive as an entrepreneur while maintaining a strong partnership in both business and life.
What You'll Learn:
✅ Why fear & uncertainty are essential for success
✅ How to pivot & adapt when your first idea isn’t working
✅ The truth about entrepreneurial sacrifices (and what no one tells you)
✅ Why scaling requires delegation (and how to do it right)
✅ The secret to working with your spouse without killing each other
✅ How they helped Gary Vee launch VaynerMedia
In This Episode:
(00:00) - Why entrepreneurs must learn to love fear
(02:16) - Mike & Kass introduce themselves & their journey
(06:18) - The myth of work-life balance as a founder
(12:52) - Building Golf.com & selling it successfully
(18:35) - The early days of Buddy Media & its pivots
(24:15) - How they helped Gary Vee launch VaynerMedia
(32:02) - The real cost of scaling a business
(39:00) - Why transparency builds team loyalty
(46:22) - The role of instinct & gut decisions in business
(54:10) - The biggest entrepreneurship myths debunked
(1:05:30) - How to navigate fear & uncertainty as a founder
(1:20:15) - Cheat codes from their new book: Shoveling Sht: A Love Story
What Mike & Kass Do & How They Help Entrepreneurs:
Mike & Kass Lazerow are seasoned entrepreneurs, investors, and business strategists who have built and scaled multiple successful companies, including Buddy Media, which sold to Salesforce for $745M. They specialize in helping founders fund businesses without relying on VC money, master pivots to avoid common entrepreneurial mistakes, build high-performing teams with transparent leadership, and navigate the emotional rollercoaster of entrepreneurship.
Their new book, Shoveling Sht: A Love Story, is packed with 50+ cheat codes and hard-earned lessons from 30 years in business.
? Connect with Mike and Kass:
Mike and Kass' Website: https://www.kassandmike.com/
Mike and Kass' LinkedIn: https://www.linkedin.com/company/kassandmike/
Mike and Kass' Instagram: https://www.instagram.com/kassandmike/
Shoveling Sh*t Website: https://shovelingshit.com/
? Connect with Chris:
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https://thefutur.com/
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Host: Chris Do (Bald Asian Guy Talks About Business)
Produced and Edited by Rich Cardona at UNFLTR
Entrepreneurship, business strategy, startup growth, leadership development, brand building, digital marketing, scaling businesses, venture capital alternatives, business storytelling, founder mindset, financial independence, marketing strategy, investor insights, leadership strategy, risk management, business innovation, startup success, wealth building, personal development, scaling startups, high-performance teams, founder lessons, company culture, startup challenges, business transformation, entrepreneurial mindset, strategic decision-making, leadership coaching, pivot strategies, success mindset, business leadership, startup resilience, business coaching, creative entrepreneurship, operational efficiency, founder journey, financial strategy, business execution, industry disruption, fearless leadership, startup pivots, growth mindset, business networking, executive insights, high-growth businesses.