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Success Story with Scott D. Clary

Mike & Kass Lazerow - From Zero to $745M | The Simple Truth About Growth

Success Story with Scott D. Clary

Success Story Media

How To, Business, Education, Self-improvement

4.6326 Ratings

🗓️ 6 January 2026

⏱️ 79 minutes

🧾️ Download transcript

Summary

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com   ➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory Mike and Kass Lazerow are married serial entrepreneurs and investors best known as the co-founders of Golf.com and Buddy Media, a social media marketing platform that sold to Salesforce in 2012 for $745 million. Their entrepreneurial journey began after they reconnected at a mutual friend's wedding in 1996, and two years later they co-founded Golf.com before marrying in 1999. After selling Golf.com to Time Warner in 2006 for $24 million, they launched Buddy Media. Since then, they have supported nearly 100 early-stage startup founders as angel investors and advisors, with their investments generating more than $10 billion in realized gains, including notable successes like Scopely and Liquid Death. They are authors of "Shoveling $h!t: A Love Story" and have received numerous accolades, including being ranked number one on Business Insider's Silicon Alley 100.    ➡️ Show Links https://www.instagram.com/kassandmike/ https://kassandmike.com/    ➡️ Podcast Sponsors Hubspot - https://hubspot.com/   ShipStation - https://www.shipstation.com/ (Code: SuccessStory) Square - https://square.com/go/success  SurveyMonkey - https://www.surveymonkey.com/scott  Monarch Money - https://www.monarchmoney.com (Code: Success) Claude - https://claude.ai/success  Huel - https://huel.com/scott (Code: scott) Revenued - https://www.revenued.com/  NetSuite - https://netsuite.com/scottclary/  Indeed - https://indeed.com/clary   ➡️ Talking Points 00:00 – Intro 01:28 – Why Building a Company Is Awful and Amazing 04:33 – How Not to Destroy a Relationship in Business 08:16 – Turning Each Other’s Weaknesses Into an Edge 11:45 – Building a Company With Your Partner 13:56 – Pivot or Die: Surviving the Hard Moments 18:26 – When to Quit vs. When to Push Through 23:29 – Sponsor Break 26:13 – Getting Your Team to Truly Buy In 33:03 – The 3 Real Reasons Companies Fail 35:46 – Why They Hired a Coach After Raising $100M 42:15 – Health, Burnout, and Long-Term Success 51:50 – Sponsor Break 53:45 – The Traits They Bet On as Investors 1:05:38 – Is Social Media Breaking Entrepreneurs? 1:10:38 – The “Go Gauge” Decision Framework 1:15:59 – The Founder Delusion That Kills Great Ideas 1:17:26 – What They Respect Most About Each Other 1:18:23 – The One Lesson They’d Teach Their Kids

Transcript

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0:00.0

There's nothing worse than being an entrepreneur. And it's awesome. There's nothing better.

0:04.0

Best entrepreneurs just love to suffer. When I look at where people find their purpose, where they find

0:09.2

their passion, it's in entrepreneurship. They're not just partners in life. They're partners in

0:13.6

ambition, strategy, and growth. Mike and Cass are the duo behind one of the fastest growing

0:18.9

coaching brands in business and lifestyle mastery.

0:21.8

You were in a marriage, dating, whatever it is.

0:24.1

You have to have the big conversations.

0:25.9

Why are you doing this?

0:27.1

You just have to both know why someone's doing this.

0:29.8

Co-founders that have the same morals and values, I think, are real winners.

0:33.8

If you want to build a real venture company, you have to have the opportunity to reach

0:38.6

billions of people. Together, they've helped thousands turn confusion into clarity and ideas into

0:43.7

thriving, predictable income. Their partnership isn't just about success. It's about the journey,

0:48.8

the grind and the transformation that happens when two minds commit to excellence together.

0:53.4

If you're brutally and radically honest with everybody, including yourself, pivoting is part of every entrepreneur's life.

1:01.0

If you can constantly explain what you're doing to the teams around you, then those pivots become easier and easier.

1:07.0

If you do the right thing every day, week, month, quarter, you'll be successful

1:11.0

in some way. Money does not come with that. Find something that you really are passionate about

1:16.0

and put all of your energy behind that. So, Mike, you write that entrepreneurship is awful and awesome, suffering that you wouldn't

1:33.2

trade for anything.

1:34.0

So help me understand why anybody would choose this life.

1:37.7

There's nothing worse than being an entrepreneur.

...

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