Joe Cayre went from selling handkerchiefs door-to-door to help feed his family to building multi-billion-dollar businesses across music, film, home video, and real estate.
In this episode, Joe shares the stories behind his biggest deals, including signing the World Trade Center lease weeks before 9/11, building an empire with exclusive Walmart distribution rights, negotiating million-dollar licensing deals, and the lessons that shaped him along the way.
Enjoy!
__________
Check out Haim Dabah on Momentum
__________
SPONSORS:
- Yazdi Entertainment: New York's Premiere Event Production Company. [email protected] or (646) 765-5643
- The Hedaya Capital Group: Your Trusted Financial Services Partner. Visit HedayaCapital.com or [email protected]
- Jeff Sitt Consulting: Book Your Free Pivot and Prosper Strategy Call Today! Visit JeffSitt.com
- Real Property Captive: Own Your Insurance. Recapture Your Premiums. Visit RealPropertyCaptive.com
Special thank you to Salt Steakhouse for the amazing meal! Visit SaltGourmetMarket.com to order.
__________
ABOUT MOMENTUM:
🎙️ Momentum brings you the stories, advice, and wisdom of business visionaries, designed to inspire and guide you on your path to success. Be sure to subscribe on all platforms:
YouTube
Apple Podcasts
Spotify
Instagram
__________
GEAR (please use my affiliate links to make me rich!)
• Cameras: https://amzn.to/3UuwW5o
• Podcast Mics: https://amzn.to/3J5QWsv
• Clip-on Mics: https://amzn.to/3H52iwo
• Mic Stands: https://amzn.to/4kZj4uL
• Lights: https://amzn.to/45lA5up
• Tripods: https://amzn.to/4lHHQAI
__________
(00:00) Coming Up…
(3:15) Welcoming Joe Back to Momentum
(5:27) Joining the Milkman on His Route at 7 Years Old
(7:55) Joe’s Baby Elephant and Selling Handkerchiefs Door-to-Door
(11:17) Ad - Yazdi Entertainment
(12:17) Working as a Bellhop at the National Hotel
(13:52) Faking a $35,000 Check to Save His Dad’s Life
(16:05) Discovering His Father's Business Was Bankrupt
(19:06) Opening a Freeport Shop on a Cruise Ship
(20:32) Digging in to Our Meal
(21:17) Buying Aruba’s Hyatt Hotel
(22:05) Joe’s Timeless Parenting Advice
(24:36) Ad - Hedaya Capital Group
(26:15) Distributing CBS’s Spanish Records
(27:21) The Time The FBI Raided Joe’s Studio
(32:37) Nina Simone & Charging Chanel $1M Every Day
(35:46) Growing Salsoul Records To #1 Nationwide
(39:32) Ad - Jeff Sitt Consulting
(40:28) Lessons Learned from a Close Relationship with Edmond Safra
(42:18) Making Millions Trading Foreign Currencies with Edmond Safra
(44:18) What Made Edmond Safra Successful
(45:31) Entering the Video Industry
(52:23) Meeting Sam Walton, Founder of Walmart and Getting a Huge Order
(1:01:59) Buying Exclusive Rights to Blockbuster Films
(1:03:58) Making Exercise Videos Starring Cindy Crawford
(1:05:29) Becoming Walmart’s Exclusive Video and Software Distributor
(1:08:53) Ad - Real Property Captive
(1:09:59) Joe’s Secret of Business
(1:11:43) How to Break Into Real Estate Without Money
(1:13:42) Signing a 99-Year Lease For the World Trade Center
(1:16:58) Buying the World Trade Center 6 Weeks Before 9/11
(1:20:57) Lessons Learned from Close Friendship with Donald Trump
(1:23:07) Joe’s Advice for Young People Starting Out in 2026
(1:24:12) The Legacy of Joe Cayre
(1:24:42) Momentum Moment
(1:25:33) Joe’s Career Advice for Me
(1:27:25) Outro and 3 Key Takeaways