Risk, Failure & Growth: The Truth About Entrepreneurship - With Mike & Kass Lazerow | Episode 336

The Futur with Chris Do

The Futur

Arts, Education, Marketing, Design, Business, Self-improvement

4.9 • 998 Ratings

🗓️ 26 March 2025

⏱️ 82 minutes

🔗️ Recording | iTunes | RSS

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Summary

In this episode, I sit down with Mike and Kass Lazerow—serial entrepreneurs, business partners, and husband-and-wife duo—to discuss the realities of entrepreneurship, leadership, and working together as a couple. We dive into their journey from launching Golf.com to selling Buddy Media to Salesforce for $745M. Mike shares his instinctive, visionary approach to business, while Kass offers sharp operational expertise, revealing the balance that has fueled their success. We talk about the myths of entrepreneurship, the importance of embracing failure, and how firing people with kindness can change lives. The conversation takes a candid turn as we explore what it means to navigate business, marriage, and parenting while staying aligned. If you've ever struggled with leadership, scaling a business, or balancing work and relationships, this episode is full of valuable insights and honest reflections. Timestamps: (00:00) - Introduction (05:10) - Mike & Kass’s journey from Golf.com to Buddy Media (11:45) - The biggest myths about entrepreneurship (18:30) - Learning to embrace fear and uncertainty in business (25:55) - How Kass approaches firing people with kindness (32:40) - Navigating marriage and business: The challenges and rewards (39:15) - The importance of trusting your gut vs. making data-driven decisions (45:50) - How social media has changed entrepreneurship (52:30) - The right way to pivot when a business idea isn’t working (59:05) - Leadership lessons: Why transparency matters (1:05:40) - The mental load of running a business and parenting (1:12:15) - Shoveling Sh*t: A sneak peek at Mike & Kass’s new book Check out today's guests, Mike and Kass Lazerow: 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/ Check out The Futur: Website: https://www.thefutur.com/ Courses: https://www.thefutur.com/shop Linkedin: https://www.linkedin.com/company/the-futur/ Podcasts: https://thefutur.com/podcast Instagram: https://www.instagram.com/thefuturishere/ Facebook: https://www.facebook.com/theFuturisHere/ Twitter: https://x.com/thefuturishere TikTok: https://www.tiktok.com/@thefuturishere Youtube:https://www.youtube.com/thefuturishere Check out Chris Do: Website: https://zaap.bio/thechrisdo LinkedIn:https://www.linkedin.com/in/thechrisdo/ Facebook:https://www.facebook.com/BizOfDesign Instagram:https://www.instagram.com/thechrisdo/ Twitter:https://x.com/thechrisdo TikTok:https://www.tiktok.com/@thechrisdo Threads:https://www.threads.net/@thechrisdo Zaap: https://zaap.bio/thechrisdo Clubhouse:https://www.clubhouse.com/@thechrisdo Behance: https://www.behance.net/chrisdo Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Entrepreneurs who learn to love to shovel are unstoppable, period.
0:04.6	Those entrepreneurs out there that can sit in their fear, because nobody knows what they're doing,
0:11.3	it's a steep learning curve, but if you can sit in the fear, not try to dismiss it, but still operate in it,
0:18.0	those are the entrepreneurs that understand what shoveling really means, and then those
0:21.9	are the entrepreneurs that are unstoppable.
0:41.8	Typically, the way I start off my show is I have you all introduce yourself.
0:46.7	And this is an interesting one because it's, I think I can count on one hand, the times in which I've had more than one person on the pod.
0:49.4	Somebody introduce yourself and then tell us your collector stories, your individual stories, and I'll
0:54.5	just pick it up from there.
0:55.7	Yeah, so thanks for having us, a long-time fan, and really excited to be here.
1:00.3	I'm Mike Lazaro.
1:01.3	This is my wife of 25 years and business partner and mother of three kids and three dogs.
1:07.7	Cass Lazaro.
1:09.2	We started our first company when we were dating, as all people who are madly in love and
1:15.5	newly in love do.
1:16.6	And that company was golf.com.
1:19.3	We're both entrepreneurs.
1:21.1	We built our businesses.
1:23.1	They were really starting at Cass in high school, me in college, and connected over entrepreneurship
1:27.9	and went on to start companies like golf.com and buddy media, which sold to Salesforce for
1:33.9	$745 million, which at the time was a lot of money. That seems to be a series A for the world
1:41.3	we live in today. And I'm more of the creative and sales and product.
	...

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