S E1: Eastside Golf’s WILD Ride: From Broke to Barack

S E1: Eastside Golf’s WILD Ride: From Broke to Barack

Eastside Golf founders Earl Cooper and Olajuwon Ajanaku join Jimmy Roberts to share how they turned a side hustle into a multi-million dollar brand—collabing with Jordan Brand and landing retailers like Nordstrom and Dick’s Sporting Goods (to say nothing of having a U.S. President wear their gear).

From literally shipping orders out of their apartments to reshaping golf culture, Eastside Golf is changing what the game looks like—and who it’s for.


In this episode:


Going viral after Chris Paul wore their gear on CNN


The Zoom call with Michael Jordan that changed everything


The power of authentic storytelling in business


Why giving back to Morehouse College sits at the core of their mission


Whether you’re in golf, fashion, or building your own company, this conversation is a blueprint for hustle, vision, and purpose.


🏌️‍♂️Subscribe for new episodes every other week

🎧 Listen on Spotify • Apple Podcasts • Watch on YouTube


#EastsideGolf #GolfBusiness #TheBigSwing #JimmyRoberts #JordanGolf #GolfCulture #GolfApparel.

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Episoder(45)

S E47: The USGA’s Plan to Protect Golf’s Future

S E47: The USGA’s Plan to Protect Golf’s Future

USGA CEO Mike Whan joins Jimmy Roberts for a wide-ranging conversation about the decisions that could shape golf for generations.Whan explains why the continued increase in distance at the elite level...

15 Sep 48min

S E46: Peyton Manning Is Bringing Football’s Media Playbook to Golf

S E46: Peyton Manning Is Bringing Football’s Media Playbook to Golf

Peyton Manning knows how to turn sports into entertainment—and now he’s bringing that experience to golf.The five-time NFL MVP and founder of Omaha Productions joins Jimmy Roberts to explain why he be...

8 Sep 48min

S E45: How CEOs Decide If a Golf Sponsorship Is Worth It

S E45: How CEOs Decide If a Golf Sponsorship Is Worth It

Golf sponsorship is big business—but some of its most important returns can’t be measured on a spreadsheet.Live from East Lake during the Tour Championship, Jimmy Roberts sits down with Coca-Cola Pres...

1 Sep 48min

S E44: They Bought an ABANDONED Golf Course for $200K

S E44: They Bought an ABANDONED Golf Course for $200K

Tye Nichols and his family paid $200,000 for 44 acres and an abandoned nine-hole golf course in Chesterville, Maine—with no experience in agronomy, course design or restoration. A year later, Fairway ...

25 Aug 47min

S E43: She Took On Golf’s Old Boys’ Club—and Won

S E43: She Took On Golf’s Old Boys’ Club—and Won

Kelley Brooke has gone head-to-head with some of golf’s largest management companies—and won—by taking on the financial risk herself and obsessing over every detail of the customer experience.At Monta...

18 Aug 47min

S E42: Where Golf’s Smart Money Is Going Next

S E42: Where Golf’s Smart Money Is Going Next

Golf’s estimated economic impact reaches roughly a quarter-trillion dollars—but where is the smart money going next?Matt Erley, co-founder of Old Tom Capital, joins Jimmy Roberts to explain why invest...

11 Aug 47min

S E41: John Smoltz on Building a NEW Pro Golf Tour

S E41: John Smoltz on Building a NEW Pro Golf Tour

John Smoltz thought the idea was great—but that it would never work.Now, the Baseball Hall of Famer is helping build THE PRO, an invitation-only professional golf tour created exclusively for former a...

4 Aug 48min

S E40: How Delta Became a Power Player at the Masters and PGA TOUR

S E40: How Delta Became a Power Player at the Masters and PGA TOUR

Why is one of the world’s largest airlines making such a significant investment in golf?Delta Air Lines CEO Ed Bastian joins Jimmy Roberts to explain why the company’s relationships with the Masters, ...

28 Jul 47min

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