195: From Pro Skateboarder to Running a Brand-Building Empire, With Rob Dyrdek of Dyrdek Machine

195: From Pro Skateboarder to Running a Brand-Building Empire, With Rob Dyrdek of Dyrdek Machine

Growing up as a fanatical skateboarder first in Ohio and then moving to California as a teen to pursue skating professionally, many of his friends and fellow skateboarders were older than him and running their own businesses. From a very young age, he was steeped in skateboarding’s DIY culture, always on the lookout for the next frontier in the sport, or scrappy new brand to emerge from the scene. From skate shops to clothing companies, Dyrdek was exposed to a variety of entrepreneurial ventures early in life. Key Takeaways The core traits Dyrdek looks for when investing in businesses and entrepreneurs What his “core to more” philosophy is and how it contributes to a company’s longevity Dyrdek’s many business successes (and failures) and what he learned from each

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317: Rich20Something’s Daniel DiPiazza On Why You Need To Start A Side Hustle

317: Rich20Something’s Daniel DiPiazza On Why You Need To Start A Side Hustle

From working as a server at Longhorn Steakhouse, to multiple successful startups, making millions in his 20s, to publishing a best selling book, Daniel DiPiazza knows the entrepreneur's journey like t...

28 Jul 20201h 3min

316: Legendary Investor Ben Horowitz Talks Moving Culture, Enforcing Values, And His Favorite Rap Album

316: Legendary Investor Ben Horowitz Talks Moving Culture, Enforcing Values, And His Favorite Rap Album

Ben Horowitz is one of the most widely recognized names in the world of entrepreneurship. Not only is he the co-founder of the famous venture capital fund, Andreessen Horowitz, but he's also a respect...

21 Jul 202050min

315: From Elaborate Events to a Major Ski Resort: How the Summit Brand Expanded Into A Global Empire

315: From Elaborate Events to a Major Ski Resort: How the Summit Brand Expanded Into A Global Empire

In 2008, Jeff Rosenthal and his co-founders Elliott Bisnow and Brett Leve convinced 19 people they admired to go on a ski trip with them to Park City, Utah. They wanted to spend one-on-one time with t...

14 Jul 202056min

314: From Stay-At-Home Mom to an $845M Acquisition: How Drunk Elephant’s Tiffany Masterson Made The Leap

314: From Stay-At-Home Mom to an $845M Acquisition: How Drunk Elephant’s Tiffany Masterson Made The Leap

When Tiffany Masterson was a stay-at-home mom, she was always looking for ways to make a little extra money. So when the opportunity came around to start selling a brand of bar cleanser as a side hust...

7 Jul 202049min

313: Surviving a Failing Startup and Thriving in the Midst of Crisis, With Rippling Founder Parker Conrad

313: Surviving a Failing Startup and Thriving in the Midst of Crisis, With Rippling Founder Parker Conrad

Parker Conrad is no stranger to hard times. His first startup, Wikinvest, failed to take off during the seven years he was with the company. He then had a falling out with his co-founder, which caused...

30 Jun 202038min

312: How HubSpot’s Dharmesh Shah Challenged The Cold Call And Introduced An Entirely New Approach To Marketing

312: How HubSpot’s Dharmesh Shah Challenged The Cold Call And Introduced An Entirely New Approach To Marketing

It’s not every day that an entrepreneur creates an entirely new industry category and a nine-figure company at the same time. But that’s exactly what Dharmesh Shah did when he started HubSpot. Before ...

23 Jun 202041min

311: How InCountry’s Peter Yared Turns Ideas Into Companies That Sell For Millions

311: How InCountry’s Peter Yared Turns Ideas Into Companies That Sell For Millions

Peter Yared has a wealth of experience as an entrepreneur. Not only has he built and sold six different B2B enterprise companies (making more than $500 million in exits), but he’s also lived through t...

22 Jun 202047min

310: How To Convert Your Passion Into A Profitable Online Course, With Teachable’s Ankur Nagpal

310: How To Convert Your Passion Into A Profitable Online Course, With Teachable’s Ankur Nagpal

What does it take to create, market, and sell a profitable online course? This question is likely on the minds of many people⁠, especially now that the pandemic is pushing people to turn to online cou...

16 Jun 202054min

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