The Big Swing with Jimmy Roberts – Détails, épisodes et analyse

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.

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Jimmy Roberts goes behind the scenes with the power players shaping the 2025 Ryder Cup at Bethpage Black: Guy Kinnings (CEO, Ryder Cup Europe), Jeff Price (Chief Commercial Officer, PGA of America), and Larry Schwartz (General Chairman of the 45th Ryder Cup).

From skyrocketing ticket prices and $200M economic impact to official moonshine and first-tee hype shows, this episode unpacks how the Ryder Cup became the biggest business in golf.

In this episode:

• The origin story of Bethpage landing the Ryder Cup

• How the event went from near collapse to global spectacle

• $750 tickets, 3M sq ft buildouts, and why it’s worth it

• Navigating sponsorship, authenticity, and the LIV Golf tension

• Legacy, logistics, and leaving a mark on Long Island

• Special appearances by John McEnroe, Colin Jost and Michael Strahan

Whether you're in sports, business, or just love the game, this conversation reveals how golf’s past, present, and future collide at the Ryder Cup.

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From Happy Gilmore 2 to the collapse of Ryder Cup ratings, from LIV Golf’s stalled framework to the Netflix effect, this episode delivers insight, laughs, and serious business lessons — including some fun stories about some of the biggest names in sports and entertainment: Adam Sandler, Michael Jordan, Charles Barkley, Arnold Palmer, Rory McIlroy, Scottie Scheffler, and more.

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Emmy Award-winning broadcaster Jimmy Roberts sits down with the most influential names in the business of golf — from CEOs and creators to athletes and insiders — for intimate, insightful conversations about how the game is evolving.

In this episode of The Big Swing, Jimmy talks with Garrett Hilbert of Dude Perfect about how five college friends turned trick shots into a $400M brand, what Augusta National taught them about risk, and how golf became central to their content and future plans — including a potential theme park.

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How did Grant Horvat go from teaching golf on TikTok to building one of the most-watched YouTube golf brands in the world?

In this episode, Jimmy Roberts dives deep with the creator-turned-entrepreneur. They talk YouTube strategy, PGA Tour dynamics, business lessons, and what it’s really like to film with Tiger Woods.

Plus: why Grant left Good Good, what he learned, and what’s next.

In this episode:

• Grant Horvat’s YouTube journey — from Good Good to going solo

• Filming with Tiger Woods and Scottie Scheffler

• The Good Good Golf split and what really happened

• YouTube Golf vs. PGA Tour — who’s winning the next generation of fans

• Building and growing a golf brand in the creator economy

• Betting on yourself and taking creative control

• Content strategy + business insights from one of golf’s top creators

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What do golf gift ideas, holiday shopping trends, and a $14 billion sporting goods empire have in common? This episode.

Jimmy Roberts opens with sports business journalist Mollie Cahillane, breaking down the best golf gifts of the season — from wearable tech and simulators to custom balls and bucket-list travel experiences.

Then the show shifts to a rare, in-depth conversation with Ed Stack, the longtime CEO and now Executive Chairman of Dick’s Sporting Goods — a company he grew from two stores in Binghamton to more than 800 locations and $14B+ in annual sales.

Stack pulls back the curtain on:

• Why he told his senior team “we’re breaking up with Wall Street” and stopped chasing quarterly expectations

• Nearly losing the company — twice — and the lessons that shaped its turnaround

• How Dick’s became the largest golf retailer in America

• The battles with manufacturers and the PGA of America when they first entered the golf equipment business

• Why golfers shop differently today — and how fittings transformed retail

• Concerns about rising equipment costs and the ball rollback debate

• The growth of women’s and youth golf

• Why culture, customer focus, and “never falling in love with yourself” still guide the company today

• His emotional connection to the Dick’s PGA TOUR Champions event in his hometown

• The massive Foot Locker acquisition and what’s next for the business

It’s a masterclass in leadership, reinvention, and the evolution of sports retail — with some of the most honest, self-aware reflections you’ll hear from a Fortune 500 leader.

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Five Iron Golf didn’t invent simulator golf — but they reinvented what it could be.

Co-founder and Chief Development Officer Nora Dunnan joins Jimmy Roberts to break down how a scrappy idea in the back of a tailor shop turned into a 40-location global brand backed by $70M+ in investment.

Nora shares how four non-golfers built one of the most influential companies in modern golf: bold decisions, relentless customer experience, calculated risks, franchising, culture, and the post-pandemic simulator boom.

If you care about entrepreneurship, golf innovation, or building something from nothing — this is a masterclass.

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"How does a $4M sweater-focused business become a modern lifestyle powerhouse with a “customer-first” reputation across golf, office, and everyday life?

In this episode of The Big Swing with Jimmy Roberts, Jimmy sits down with Scott Mahoney, CEO of Peter Millar, to unpack the real story behind one of the most influential brands in golf apparel — and why “looking like a Peter Millar person” might be the ultimate compliment.

Scott shares the unconventional path that brought him from industrial gas sales to the apparel world, the lessons he learned at Ralph Lauren, and the moment he saw a hole in the market: premium, tasteful product that could take you from the course to the office to the weekend — without losing authenticity.

They get into:

The origin of the name “Peter Millar” (and why it’s a great brand name)

Turning a sweater brand into a true lifestyle company (shoes, swim, performance, and beyond)

Why COVID was a major inflection point — and how Peter Millar became the new “work uniform”

The company’s obsession with service (including the legendary “one shirt” story)

Culture as a competitive advantage — from a “start with yes” mindset to sending flowers when teams travel overseas

Why Peter Millar leaned into stores (and how they think about omni-channel growth)

The small details that build loyalty (yes, including the mint in the box)

The new NFL licensing launch — and why it’s a long-term growth engine

Scott’s “Big Swing Moment” — leaving a great job to bet on a brand, with support from the people closest to him

Smart, funny, and packed with real lessons on brand building, retail strategy, and customer experience — this one’s a masterclass for anyone who cares about where golf (and golf style) is headed.

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Sixteen-time major contender. 331 weeks as World No. 1. Global businessman. Lightning rod.

Jimmy Roberts sits down with Greg Norman for one of the most candid conversations of his career — covering golf, power, private equity, and the decisions that reshaped the sport.

Norman opens up about his time leading LIV Golf, the criticism he faced, and why he still believes the disruption was necessary. He explains how player free agency, team ownership, and private investment changed the business of golf — and why those forces aren’t going away.

Beyond LIV, Norman dives into his global business empire, from course design and apparel to real estate, wine, and tourism development. He shares lessons learned from mentors like Paul Fireman, the biggest business mistake he ever made, and how golf has become a catalyst for economic growth around the world — from Australia to Southeast Asia.

This is not a soundbite interview. It’s a wide-ranging look at legacy, leadership, risk, and what the future of golf — and sport — may actually look like.

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Over the past few months, The Big Swing has sat down with some of the most influential voices shaping the business of golf — from CEOs and founders to creators redefining how the game is consumed.

In this special 2025 recap episode, Jimmy Roberts is joined by sports journalist and friend of the show Mollie Cahillane to look back at the most impactful conversations, ideas, and themes from recent episodes of The Big Swing.

Together, they break down what these conversations reveal about where golf is headed — and what matters most right now across media, retail, leadership, and culture.

This episode revisits insights from recent guests including:

Executives rethinking long-term growth over short-term pressure

Retail leaders navigating brick-and-mortar, e-commerce, and brand loyalty

Creators building massive audiences outside traditional golf media

Brands winning through customer experience, culture, and authenticity

It’s a curated look at the ideas, decisions, and inflection points that defined the business of golf in 2025 so far — and a roadmap for what’s coming next.

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