Sitting down with hip hop legend Sway Calloway, I was eager to dive into his origin story and the pivotal moments that led him to become the iconic radio and TV broadcaster he is today. Sway takes me back to his early days hustling as an aspiring rapper alongside his high school friend and producer King Tech in Oakland. They faced obstacle after obstacle trying to get their music out there - but Sway was determined, resourceful and brimming with belief in his talents.

He talks about the hustler spirit instilled in him, pressing up their own tapes and vinyl to sell just to be heard. I'm inspired when he shares the creative ways they pushed forward independently, before later getting a sobering glimpse of the major label machine. Sway saw gaps in the industry and rather than feel deterred, he found ways to educate himself and forge his own path.

The conversation shifts as Sway traces his transition from aspiring rapper to pioneering host of the nationally-syndicated Wake Up Show on radio and later TV. He understood the power of delivering authentic information through a mainstream platform. Ultimately it's Sway's connection with people that propelled him into legend status.

Though much of his fascinating story remains untold, Sway leaves me with some hard-earned wisdom about longevity in this industry. He embodies the resilience, vision and creativity that it takes to succeed on your own terms. His journey is a testament that persistence and authenticity ultimately win. I'm grateful to call him friend, role model and consequence of the hustler spirit.

Host: Daymond John

Producers: Beau Dozier & Shanelle Collins; Ted Kingsbery, Chauncey Bell, & Taryn Loftus

For more info on how to take your life and business to the next level, check out DaymondJohn.com

See omnystudio.com/listener for privacy information.

I sat down with an inspiration in the real estate world who has an unbelievable story of persevering through failure after failure on his quest to make it. Trust me when I say - if he can overcome obstacle after obstacle to build a multi-million dollar business, you can achieve your dreams too.

From bombing the LSATs to being told "no" in countless acting auditions, this entrepreneur refused to back down. He offers brilliant advice for any young person struggling in school - success doesn't always come from the textbook path. Sometimes you learn more from falling on your face than acing a test.

Even when he finally broke into his dream career, the rug was pulled out from under him. But he picked himself up and stumbled into an industry he knew nothing about, only to rise to the very top. His tips for preparing obsessively and mastering self-confidence are game-changers for any business.

Beyond the corporate ladder, this mogul shares golden relationship advice that anyone can implement. Small acts of consideration go a long way. Listen in and you'll be convinced to put down your phone and pay more attention to your loved ones.

This self-made millionaire is now empowering the next generation through his passion for sales. You'll be blown away by his inspiring message: we all have an untapped ability to sell, and honing that skill can unlock life-changing freedom.

Get ready to have your mindset shifted as you hear this underdog's journey. He overcame the odds by never accepting defeat, and now he wants to pass the torch. Anyone can ignore the naysayers, never stop hustling, and eventually achieve their definition of success - even you. Tune in now to finally make your dream a reality!

Host: Daymond John

Producers: Beau Dozier & Shanelle Collins; Ted Kingsbery, Chauncey Bell, & Taryn Loftus

For more info on how to take your life and business to the next level, check out DaymondJohn.com

See omnystudio.com/listener for privacy information.

Legends only! Part 2 The Best of That Moment With Daymond John features the visionaries: Ralph McDaniels, Limmie Pulliam, Billy Gene, and Heather John! Tap in now!

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