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20 Under 20s

Jesse Kay

Interviews with the entrepreneurs of Generation Z, all in their 20s or younger, who are making a game-changing impact in business.

Episodes

20 of 49 episodes

Introducing Trendsetters with Jesse Kay

19-year-old entrepreneur Jesse Kay interviews world class entrepreneurs, athletes, influencers, and entertainers on how they broke through t...

0:34Aug 19, 2019

Ep. 48 - How to Start Your Entrepreneurial Career in High School, Become an Influencer, & Build a Following - with Buster Scher

Buster Scher is the Founder of HoopsNation, a massive influencer with a combined network of 1.2 million followers, and a 17-year-old senior...

29:45Jul 11, 2018

Ep. 47 - Being an Orchid: Evolution Through Adversity - with Brian Kay

Today I have a guest I've wanted to share with all of you for a long time: Brian Kay, an entrepreneur of over 20 years, a serial mentor to a...

01:00:00Jun 29, 2018

Ep. 46 - Forming Partnerships, Launching Products, & Creating Your Story Brand - with Will Hamilton of Fuzzy Yellow Balls

Will Hamilton is a former professional college tennis player who co-founded Fuzzy Yellow Balls, the ultimate destination for recreational pl...

42:16Jun 27, 2018

Ep. 45 - Build it Better, Build it Right - with Zack Hopkins

I just met Zack Hopkins a few weeks ago at Generation Now in Toronto, and this guy has an incredible story: he's 23, CEO & Founder of Hoppy2...

32:05Jun 13, 2018

Ep. 44 - The Long-Term Vision of Entrepreneurship - with Steve Krein

Steve Krein is not only an entrepreneur and the CEO & Co-Founder of StartUp Health, he's also a long-time mentor of mine. Steve understands...

34:25May 23, 2018

Ep. 43 - Lessons Learned as a Rapper Turned Entrepreneur - with Jesse Itzler

Jesse Itzler is a rapper turned entrepreneur. It might seem like an odd transition, music to private aviation (and beyond), but Jesse wasn't...

20:50May 16, 2018

Ep. 42 - Inside Twitter: Interview with CEO/Founder Jack Dorsey & CMO/Head Of People Leslie Berland

Today I have an incredible, double stuffed episode for you: The first half is a conversation with Jack Dorsey, CEO & Founder of Twitter, and...

45:01May 9, 2018

Ep. 41 - Creating the Life of Your Dreams - with Paul Rodriguez

Paul "P-Rod" Rodriguez is a professional skateboarder-turned-entrepreneur and Founder of Primitive . Even as a skater, it's not all fun and...

33:35May 2, 2018

Ep. 40 - Get MAD: Make A Difference - with Phil Romano

Phil Romano is an American restaurateur, entrepreneur, and philanthropist. He is best known as the founder of the restaurant chains Fuddruck...

39:37Apr 18, 2018

Ep. 39 - Starting & Scaling Businesses that Benefit Other People's Lives - with Aaron Spivak

I'm pumped to share this conversation with Aaron Spivak, a hockey player turned serial entrepreneur. When Aaron was 18, he founded Revitzsiz...

28:32Mar 28, 2018

Ep. 38 - K-Swiss & Brand Marketing in the Era of Entrepreneurship - with Barney Waters

Barney Waters is the President of K-Swiss, responsible for all aspects of sales, product, and marketing for the brand globally. Barney is a...

29:40Mar 21, 2018

Ep. 37 - Find Your Purpose & Stop Ripping Off the World - with Rick Sapio

Rick Sapio is a lifelong entrepreneur who started his first company when he was 13 years old, after the untimely death of his father. Since...

36:16Mar 14, 2018

Ep. 36 - Be the Person Who Creates the Future - with Bonin Bough

Bonin Bough is a transformative activator who helps reinvigorate traditional marketing using innovative tech and ideas. As one of the younge...

32:42Feb 28, 2018

Ep. 35 - Writing for VaynerMedia & Launching Life of Thought - with Colin Campbell

Colin Campbell is Gary Vaynerchuk's personal writer; he produces an article in collaboration with Gary five days a week and runs Gary's Mond...

28:04Feb 14, 2018

Ep. 34 - Launching a Business on Shopify & Building Brands Online - with Ben Zettler

Ben Zettler is an experienced social media expert and entrepreneur specializing in brand growth, lead generation, and sales. He oversees soc...

32:32Feb 7, 2018

Ep. 33 - Becoming a Pro Skateboarder & Entrepreneur - with Mikey Taylor

Mikey Taylor is a professional skateboarder, entrepreneur, and real estate investor. Mikey started skating, like most kids do, when he was a...

32:31Jan 31, 2018

Ep. 32 - Embracing the Entrepreneurial Experience - with Jason Feifer, EIC of Entrepreneur Magazine

Jason Feifer is the Editor-in-Chief of Entrepreneur magazine and the host of two podcasts: Pessimists Archive , about the history of unfound...

01:03:44Jan 17, 2018

Ep. 31 - Balancing Being a Professional Athlete, Venture Capitalist, & Entrepreneur - with Trevor Booker

Today's guest is inspiring for anyone who feels like there's not enough time to get things done. Trevor Booker is a Power Forward for the Ph...

18:33Jan 10, 2018

Ep. 30 - Developing the Entrepreneur's Work Ethic & Empowering Others w/ Your Business - with Josh Levin of Empowered Electric

Josh Levin is the Founder of Empowered Electric, a commercial electric company that specializes in high-end projects like restaurants, theat...

43:36Jan 8, 2018