Trendsetters with Jesse Kay

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

24. Automate Your Legal Process - with Joshua Browder
Oct 19 • 27 min
Joshua Browder, CEO of DoNotPay, talks about his company’s success, and how automated chatbots can someday take over most of the legal needs of everyday people.
23. Playing NCAA Division I Basketball & the Impact of the Pandemic - with Ron Harper Jr
Aug 21 • 22 min
My good friend Ron Harper Jr., a Division I basketball player on the Rutgers Scarlet Knights, talks about the future of the sport and how the coronavirus has affected it.
22. Community Relations, Defunding Police, & Finding a Middle Ground - with Sasha Larkin
Jul 8 • 35 min
Sasha Larkin, Captain of the Summerlin area command of the Las Vegas Metropolitan Police Department, discusses how she is working on making a better police force that represents and works for the people.
21. Sports, Coronavirus, and Social Justice - with Amanuel Gantt
Jun 15 • 44 min
Amanual Gantt, manager for Evan Engram of the New York Giants, talks about staying safe during the pandemic, military life, and the racial inequality in the US today.
20. Getting Into Journalism, Sports, and Esports Broadcasting - with Jeff Eisenband
May 15 • 33 min
Jeff Eisenband talks about what it takes getting into journalism in the sports world and what it’s like being a freelancer.
19. Managing a New Generation of Influencers - with Warren Lentz
Apr 21 • 38 min
Warren Lentz, CEO of TalentXEntertainment, talks about how social media is rapidly changing, how influencers are pivoting for longer careers, and what it takes to start an agency out of college (or whenever you’re ready.)
18. Preparing for the Futue of Business, Entrepreneurship, & the Economy - with Mark Cuban
Apr 6 • 27 min
Mark Cuban talks about how you can be productive through the global pandemic that we are all dealing with right now (whether you’re an employee or business owner), getting started on your big idea, learning from the jobs you hate, what to focus on as an…
17. Shooting for the Top - with Candace Parker
Apr 3 • 22 min
Candace Parker, WNBA player for the Los Angeles Sparks, talks about the habits that shaped her success, balancing her career with her family, and her tips for anyone pursuing their dreams.
16. Adapting for the Future of Business & Media - with Erika Nardini
Mar 30 • 26 min
Erika Nardini, CEO of Barstool Sports, talks about building a good company culture, adapting to change, and dealing with the coronavirus.
15. Balancing School & Competitive Sports - with Taylor Johnson
Mar 25 • 25 min
Taylor Johnson talks about growing up playing competitive sports and the challenges that come along with balancing that with the rest of your life.
14. Starting a Podcast in High School and Reverse Mentoring - with Jesse Kay
Dec 9, 2019 • 48 min
In this episode, my friend Alex Myers joins the show to interview me.
13. The Customization of Marketing - with Noah Friedman
Dec 2, 2019 • 27 min
Noah Friedman is the COO of 3x3 Insights, a Loeb NYC company that provides the beverage alcohol industry with the actionable intelligence, analytics and services to reach every consumer with the right product at the right time.
12. Building a Top Ecommerce Brand - with Aaron Spivak
Nov 19, 2019 • 48 min
In this conversation we talk about Hush Blanket’s recent appearance on Dragon’s Den, the Canadian version of Shark Tank, and how Aaron innovates in the cut-throat world of ecommerce.
11. Turning Music From a Passion Into a Career - with Two Friends
Nov 12, 2019 • 38 min
You may know Matt Halper and Eli Sones from their viral Big Booty Mixes. Together they form the music-making duo Two Friends. They started making music in high school, continued it as a hobby while they were at college then turned it into a real career…
10. Creating a Career That Gives Back & Gives You Joy - with Matt Coulter
Nov 4, 2019 • 36 min
Matt Coulter started his career in the real estate industry, and he did have some financial success, but he realized it just wasn’t what made him happy. So he pivoted towards the nonprofit space and devoted his energy to helping others through…
9. The Gen Z Guru - with Jonah Stillman
Oct 28, 2019 • 24 min
Jonah Stillman graduated in college in 2017, foregoing college to start his entrepreneurial career. He also competed on the national snowboarding circuit for 10 years, ranking in the top five in the U.S. before hanging up his helmet. Jonah is now one of…
8. Snapchat, Instagram, & TikTok: Building a Social Media Community, eCommerce, & Networking - with Jack Settleman
Oct 22, 2019 • 25 min
Jack Settleman works in content at whistle sports, and he’s been doing some really innovative things at the intersection of social media and sports fandom. Most notably, he started SnapBack Sports, formerly Real Sports, a Snapchat community with over one…
7. The Habits & Mindset of a Billion Dollar CEO - with Ed Meyercord
Oct 8, 2019 • 23 min
I’ve been looking forward to sharing this conversation for a few months now. Why? Because I got to chat with Ed Meyercord, President and CEO of Extreme Networks, a publicly traded company that made nearly a billion dollars in revenue last year. I actually…
6. Elevate Yourself - with Robert Glazer
Sep 29, 2019 • 24 min
A serial entrepreneur, Bob Glazer has a passion for helping individuals and organizations build their capacity to outperform. He does that as the founder and CEO of global performance marketing agency Acceleration Partners, as co-founder and Chairman of…
5. Marketing to Millennials & Gen-Z: Brand Action, Technology, & Purpose - with Jeff Fromm
Sep 23, 2019 • 25 min
Jeff Fromm is pretty much “the Millennial and Gen-Z marketing guy,” helping businesses and brands understand how youth culture is impacting the marketplace and how every generation consumes things differently. Jeff is the President of FutureCast, a…
4. From Nickelodeon to CNN: How Passion Fuels Success Across Industries - with Reed Alexander
Sep 16, 2019 • 34 min
From acting to food to healthy living to journalism, Reed Alexander has had quite a career — and he’s still only 24! You might have seen Reed in his role as Nevel on Nickelodeon’s iCarly, but more recently, he’s been writing about healthcare, lifestyle,…
3. Hustling Your Way into Politics | with Josh Lafazan
Sep 9, 2019 • 19 min
At 18 years old, a month before he graduated high school, Josh Lafazan became a member of his local school board – the first step in his political career. Josh is now a Legislator for the 18th District of the Nassau County Legislature, as well as a…
Disrupting Legacy Businesses & Investing in the Future | with John Catsimatidis, Jr.
Sep 2, 2019 • 25 min
John Catsimatidis, Jr. is Principal at the Red Apple Group. a conglomerate that owns and operates assets in the energy, real estate, finance, insurance, and supermarket industries. In addition to his involvement in the operations of portfolio companies,…
The Pathway to the Top: Sports Journalism & ESPN | with Adam Schefter
Aug 26, 2019 • 11 min
We learn how Adam Schefter, a sports journalist and NFL Insider at ESPN, made his way up the ranks of the sports journalism world, how the news industry is changing, and how anyone can make themselves matter where they work (or want to work), regardless…
Introducing Trendsetters with Jesse Kay
Aug 19, 2019 • 0 min
19-year-old entrepreneur Jesse Kay interviews world class entrepreneurs, athletes, influencers, and entertainers on how they broke through to the top and became a trendsetter in their industry.
Ep. 48 - How to Start Your Entrepreneurial Career in High School, Become an Influencer, & Build a Following - with Buster Scher
Jul 11, 2018 • 29 min
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 in high school.
Ep. 47 - Being an Orchid: Evolution Through Adversity - with Brian Kay
Jun 29, 2018 • 59 min
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 aspiring entrepreneurs, and my father. Brian has some great stories about raising an entrepreneurial (and anxious)…
Ep. 46 - Forming Partnerships, Launching Products, & Creating Your Story Brand - with Will Hamilton of Fuzzy Yellow Balls
Jun 27, 2018 • 42 min
Will Hamilton is a former professional college tennis player who co-founded Fuzzy Yellow Balls, the ultimate destination for recreational players seeking the highest quality tennis instruction from the biggest names in the game. We discuss how Will…
Ep. 45 - Build it Better, Build it Right - with Zack Hopkins
Jun 13, 2018 • 32 min
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 Hoppy2U, host of Build it Better, and one of the youngest general contractors in the U.S. Like many young entrepreneurs,…
Ep. 44 - The Long-Term Vision of Entrepreneurship - with Steve Krein
May 23, 2018 • 34 min
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 how important it is for our generation to start learning about and being entrepreneurs now, and in this episode, he…
Ep. 43 - Lessons Learned as a Rapper Turned Entrepreneur - with Jesse Itzler
May 16, 2018 • 20 min
Jesse Itzler is a rapper turned entrepreneur. It might seem like an odd transition, music to private aviation (and beyond), but Jesse wasn’t exactly following a plan – he was following his love for doing something new and different. After some success…
Ep. 42 - Inside Twitter: Interview with CEO/Founder Jack Dorsey & CMO/Head Of People Leslie Berland
May 9, 2018 • 45 min
Today I have an incredible, double stuffed episode for you: The first half is a conversation with Jack Dorsey, CEO & Founder of Twitter, and the second half features Leslie Berland, CMO & Head of People at Twitter. Jack shares the story behind starting…
Ep. 41 - Creating the Life of Your Dreams - with Paul Rodriguez
May 2, 2018 • 33 min
Paul “P-Rod” Rodriguez is a professional skateboarder-turned-entrepreneur and Founder of ( Even as a skater, it’s not all fun and games – you have to be a business person, first and foremost, if you want to succeed. Paul…
Ep. 40 - Get MAD: Make A Difference - with Phil Romano
Apr 18, 2018 • 39 min
Phil Romano is an American restaurateur, entrepreneur, and philanthropist. He is best known as the founder of the restaurant chains Fuddruckers and Romano’s Macaroni Grill, and his newest endeavors are a restaurant incubator in Dallas called Trinity…
Ep. 39 - Starting & Scaling Businesses that Benefit Other People’s Lives - with Aaron Spivak
Mar 28, 2018 • 28 min
I’m pumped to share this conversation with Aaron Spivak, a hockey player turned serial entrepreneur. When Aaron was 18, he founded Revitzsize Cold Pressed Juice Kitchen, which has grown from an in-house family operation to a business with seven locations…
Ep. 38 - K-Swiss & Brand Marketing in the Era of Entrepreneurship - with Barney Waters
Mar 21, 2018 • 29 min
Barney Waters is the President of K-Swiss, responsible for all aspects of sales, product, and marketing for the brand globally. Barney is a genius in the branding space, and he has completely revitalized and transformed the K-Swiss brand. He also has some…
Ep. 37 - Find Your Purpose & Stop Ripping Off the World - with Rick Sapio
Mar 14, 2018 • 36 min
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 then, he has founded more than 20 companies. One of those companies is Mutual Capital Alliance, a financial holding…
Ep. 36 - Be the Person Who Creates the Future - with Bonin Bough
Feb 28, 2018 • 32 min
Bonin Bough is a transformative activator who helps reinvigorate traditional marketing using innovative tech and ideas. As one of the youngest C-suite executives in a Fortune 50 company, Bonin has spearheaded some of the industry’s largest global…
Ep. 35 - Writing for VaynerMedia & Launching Life of Thought - with Colin Campbell
Feb 14, 2018 • 28 min
Colin Campbell is Gary Vaynerchuk’s personal writer; he produces an article in collaboration with Gary five days a week and runs Gary’s Monday newsletter. Together, Colin and Gary have grown their page from #10 to #1 on Medium, garnering over 70 million…
Ep. 34 - Launching a Business on Shopify & Building Brands Online - with Ben Zettler
Feb 7, 2018 • 32 min
Ben Zettler is an experienced social media expert and entrepreneur specializing in brand growth, lead generation, and sales. He oversees social strategy for Steiner Sports, the leading producer of authentic hand-signed collectibles, and is the owner and…
Ep. 33 - Becoming a Pro Skateboarder & Entrepreneur - with Mikey Taylor
Jan 31, 2018 • 32 min
Mikey Taylor is a professional skateboarder, entrepreneur, and real estate investor. Mikey started skating, like most kids do, when he was a teenager and his friends were doing it – but it really connected with him. He worked with the one kid on his…
Ep. 32 - Embracing the Entrepreneurial Experience - with Jason Feifer, EIC of Entrepreneur Magazine
Jan 17, 2018 • 63 min
Jason Feifer is the Editor-in-Chief of Entrepreneur magazine and the host of two podcasts: Pessimists Archive, about the history of unfounded fears of innovation, and Problem Solvers, about how entrepreneurs solve unexpected problems in their business. We…
Ep. 31 - Balancing Being a Professional Athlete, Venture Capitalist, & Entrepreneur - with Trevor Booker
Jan 10, 2018 • 18 min
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 Philadelphia 76ers (previously the Brooklyn Nets) in the NBA, but that’s not all – he’s also a Founding Partner of JB…
Ep. 30 - Developing the Entrepreneur’s Work Ethic & Empowering Others w/ Your Business - with Josh Levin of Empowered Electric
Jan 8, 2018 • 43 min
Josh Levin is the Founder of Empowered Electric, a commercial electric company that specializes in high-end projects like restaurants, theaters, and other large spaces. Josh is taking an unconventional approach to building a company in an old school…
Ep. 29 - The Art & Science of Giving Gifts: Leveraging Gratitude as a Competitive Advantage - with John Ruhlin
Dec 13, 2017 • 42 min
John Ruhlin is the Founder & CEO of the Ruhlin Group, a gift strategy and logistics company, and the bestselling author of Giftology: The Art and Science of Using Gifts to Cut Through the Noise, Increase Referrals, and Strengthen Retention. John’s Ah-Ha…
Ep. 28 - You Don’t Have to Grow Up to be an Entrepreneur - with AJ Vaynerchuk
Nov 1, 2017 • 15 min
Right out of school, AJ Vaynerchuk and his brother Gary co-founded VaynerMedia. Together, they grew that business from two people to over 600. Now AJ is following his passion for sports with a new venture, VaynerSports. We talk about transitioning from…
Ep. 27 - Hustle in the Digital Age - with Gary Vaynerchuk
Oct 25, 2017 • 7 min
Gary Vaynerchuk tells us how Gen Z can hustle harder and sooner than ever before, thanks to the increased connectivity of the digital age. Resources: Connect with Gary V: Facebook | Instagram | Twitter | YouTube Production & Development…
Ep. 26 - Go Get That Money - with Grant Cardone
Oct 18, 2017 • 9 min
Grant Cardone is a New York Times bestselling author, international speaker, business innovator, social media personality, and one of the best sales trainers in the world. Grant doesn’t see Generation Z as kids – he sees us as Giants ready to conquer the…
Ep. 25 - The Tools for Designing Your Own Future - with Jeff Hoffman
Oct 11, 2017 • 29 min
Jeff Hoffman is a successful entrepreneur, proven CEO, worldwide motivational speaker, published author, Hollywood film producer, and even the producer of a Grammy-winning jazz album. He has been part of a number of well-known companies and billion-dollar…
Ep. 24 - The Entrepreneurial Personality Type - with Alex Charfen
Sep 20, 2017 • 43 min
Alex Charfen is a proud member of a band of brothers and sisters that includes Einstein, Oprah, and Edison – and many people like YOU join this tribe of entrepreneurs every day. We are born with a unique set of gifts and issues that will, for better or…
Ep. 23 - Age Doesn’t Define Ability - with Aaron Easaw
Aug 30, 2017 • 33 min
Aaron Easaw, at the age of 19, is currently the youngest General Partner in the world. As Founder and General Partner at ACE General Capital, Aaron focuses on investing in the best entrepreneurs under 30 years old… what’s really interesting, though, is…
Ep. 22 - Turning Your Difference into a Superpower (to Make a Difference) - with Benjamin Stern
Aug 23, 2017 • 38 min
Today we’re sharing an episode from Teens of America Radio featuring Jesse and a previous guest of this podcast, Ben Stern, the Founder of Nohbo who was featured on Shark Tank and accepted a $100,000 investment from Mark Cuban. You will learn… How Ben…
Ep. 21 - The Future of Bitcoin & Cryptocurrencies - with Paul McNeal
Aug 16, 2017 • 15 min
What’s the future of ethereum, bitcoin, litecoin, ripple, and other major cryptocurrencies? Paul McNeal is a bitcoin evangelist, and he helps us answer some questions about the past and future of cryptocurrencies. We discuss… Why investing (but not day…
Ep. 20 - Influencer Marketing, eCommerce, & The Holy Méme Bible - with Jason Wong
Aug 7, 2017 • 42 min
Jason Wong is a 19-year-old entrepreneur and social media influencer who has amassed more than 2M followers. Today he owns a digital marketing agency plus several ecommerce stores, and his companies are projected to make $12M in revenue this year. The…
Ep. 19 - Access Your Success: Connect, Collaborate, and Inspire - with Dylan Gambardella
Aug 2, 2017 • 43 min
Today we’re sharing an episode of the Access Your Success hour on Teens of America Radio that Jesse co-hosted with Sean Mulroney. The co-hosts interview (, about growing the Next Gen community, why collaboration trumps…
Ep. 18 - Going from Idea to Startup (Twice) - with Stacey Ferreira
Jul 19, 2017 • 29 min
Do you have an awesome idea for business? An idea is a good start, but the challenge is executing on that idea and taking the first few steps. Today’s guest will help you take your first step. Stacey Ferreira is an incredible entrepreneur – who, at the…
Ep. 17 - Founding Fidget360 & Staying Ahead of the Fidget Spinner Market - with Allan Maman & Cooper Weiss
Jul 12, 2017 • 45 min
Are you familiar with fidget spinners? Yeah? Did you know the trend was started by two high school seniors? Allan Maman and Cooper Weiss are the Co-Founders of Fidget360. They made $15,000 in the first week of fidget spinner sales… and that was just the…
Ep. 16 - Leveraging LinkedIn & Higher Education - with Swish Goswami
Jul 5, 2017 • 30 min
Manu “Swish” Goswami is incredible. He is an award-winning serial tech entrepreneur and innovator who, at 20 years old, has already founded and sold multiple companies. During this Q&A, we discuss… How Swish puts out so much awesome content every week The…
Ep. 15 - We Were Born to be Legendary: #BUHeroesRiseUp - with Dave Boddy
Jun 28, 2017 • 31 min
We were born to be legendary – not ordinary. Today’s youths are under an intense amount of pressure in school, at home, and online, and we’re usually being funneled down the same life path. We need more inspirational voices out there pushing us to rise…
Ep. 14 - Joe Polish
Jun 21, 2017 • 83 min
Joe Polish is the creator of the Genius Network interview series, the co-host of the 10x Talk and the I Love Marketing podcasts, and the founder of Piranha Marketing. Topics Covered: How any young entrepreneur can develop themselves and grow a successful…
Ep. 13 - Kylon Gienger
Jun 7, 2017 • 44 min
Kylon Gienger is a founder in many companies across different industries, a former Navy SEAL, and is currently hosting Successful Dropout, a podcast about how successful entrepreneurs have gained more from dropping out than from staying in school.
Ep. 12 - Brandon Steiner
May 31, 2017 • 47 min
Brandon Steiner is the founder and chairman of Steiner Sports Marketing & Memorabilia, and the author of “The Business Playbook” and “You Gotta Have Balls.”
Ep. 11 - Felix Hartmann
May 25, 2017 • 53 min
Jesse interviews Felix Hartmann, the 22-year old CEO of, a new crowdfunding platform that’s redefining the industry. He is also an author, known for his novel “Dark Age.”
Ep. 10 - Caleb Maddix
May 17, 2017 • 40 min
Jesse talks with Caleb Maddix, a 15-year old entrepreneur, author, and social media influencer. Caleb is also the world’s #1 success & entrepreneurship mentor for kids.
Ep. 9 - Ishan Goel
May 10, 2017 • 53 min
Jesse talks with Ishan Goel! Ishan is a distinguished Gen Z marketer, serial entrepreneur and commercial photographer. He specializes in brand growth management and creative social media strategy. His clientele ranges from local and state wide non profits…
Ep. 8 - Dylan Gambardella
May 3, 2017 • 44 min
Jesse chats with Dylan Gambardella, the co-founder of Next Gen Summit! Along with being the Co-founder of Next Gen Summit he previously served as CEO of Students4Students. Dylan has been Featured in Forbes, Inc, Entrepreneur, FOX, and more. While working…
Ep. 7 - Manu (Swish) Goswami
Apr 24, 2017 • 37 min
Jesse chats with Manu Goswami, an award-winning serial entrepreneur, venture capitalist, public speaker and online personality. In 2017, Swish was recognized as the “Face and Future of Canadian Entrepreneurship” by UPS Canada, an “icon of…
Ep. 6 - Jared Kleinert
Apr 7, 2017 • 44 min
Jesse talks with Jared Kleinert, an entrepreneur, keynote speaker, and award-winning author.
Ep. 5 - Shreyas Parab
Mar 27, 2017 • 33 min
Jesse interviews Shreyas Parab, the CEO and founder of NovelTie, and also founded and sold Spell For Success.
Ep. 4 - Mike Clum
Mar 27, 2017 • 41 min
Jesse interviews Mike Clum, the founder of Clum Creative, a video production creative team based in Cleveland, Ohio.
Ep. 3 - Cory Levy
Mar 27, 2017 • 23 min
Jesse interviews Cory Levy, the co-founder and COO of One, Inc., the parent company of After School App.
Ep. 2 - Ben Stern
Mar 27, 2017 • 43 min
Jesse Kay interviews Ben Stern, the founder of Nohbo, the world’s first single-use eco-friendly shampoo product. Ben has been featured on Shark Tank, and accepted a $100,000 investment from Mark Cuban.
Ep. 1 - Connor Blakley
Mar 24, 2017 • 39 min
Jesse interviews Connor Blakley, who has been named the #1 high school entrepreneur to watch in 2016 by Startup Grind, and deemed a business phenom and tycoon by Inc Magazine.