Episodes
14
Nov. 4, 2026
S2E14: Qualifying – Part 4 – “The SVP Caddie” (feat. Brian Neault)
The 2026 tournament season is winding down, with only a few opportunities left for Derek to make progress towards winning his bet with Carson. Luckily, one of those opportunities is just 45 minutes away and has become a staple on Derek’s tournament schedule… the local qualifier for the PGA TOUR’s annual World Wide Technology Championship. Almost exactly a year ago, Derek’s “cousin-in-law”, Mike Kelly, caddied for him en-route to a not-so-great score of 82. This year, Derek is bringing in the be...
13
Oct. 21, 2026
S2E13: The Road to Augusta (feat. Nik Neal)
If you thought Derek was the delusional one (in a good way, of course), just wait until you meet today’s guest, Nik Neal. A certified physical therapist and founder and CEO of the golf fitness platform, Golf Strong Hit Bombs, Nik is a “late bloomer” in golf, so to speak, who has fallen in and out of love with the game multiple times over the past three decades. But he may be saving his best for last. With big ambitions and a growing brand, Nik has his sights set on golf’s ultimate prize – a tic...
12
Oct. 7, 2026
S2E12: Success on Her Own Terms (feat. Rachel Heck)
At just 25 years old, Rachel Heck has accomplished more in golf than most players do in a lifetime. A three-time NCAA champion and WGCA All-American, she became Nike Golf’s first-ever NIL athlete while at Stanford. And then, after completing one of the most decorated collegiate careers in the history of women’s golf, she made an equally remarkable decision… not to turn pro at all. Today, Rachel continues to compete as an amateur while building a professional career and serving as a public affai...
11
Sept. 23, 2026
S2E11: All Access…To the Best Golf in the World (feat. Ryan Gano)
Another chance encounter on a golf course leads Derek to today’s guest, Ryan Gano, founder and CEO of All Access Golf Travel and Events. Ryan’s company is one of the largest and most successful licensed golf travel operators in the world, making for a fun and spirited discussion between two huge golf nerds. Learn why the CEO of a golf travel company has only been playing the game for 12 years, why the best golf experiences across Great Britain and Ireland aren’t always where you might think, and...
10
Sept. 9, 2026
S2E10: Childhood Friends, Grown-Up Goals (feat. Craig Kessler)
What happens when two childhood friends sit down to talk about growing up together, where their careers have taken them, what they’ve learned about leadership, and the game they’ve loved along the way? Tune in this week to find out, as Derek is joined by long-time friend and current LPGA Commissioner Craig Kessler. Hear about the unique way that Derek and Craig met as teenagers, how Craig is reshaping the LPGA around a bold vision for growth, and why his mom’s minivan had over 150,000 miles on ...
9
Aug. 26, 2026
S2EP9: Qualifying – Part 3 – The Mid-Am (feat. Dad)
In the triad of the USGA’s biggest events every year, the Mid-Amateur is, in theory, the “easiest” to qualify for, thanks to its age restriction of 25 or older. But not so fast. Even mid-amateurs can play some damn good golf. Join Derek and his dad, Joe, as they recap Derek’s final qualifier of the summer, both before and after the round from the car, as well as on-course audio captured during some of the key moments. It was an action-packed day that neither of them will soon forget. Enjoying ...
8
Aug. 12, 2026
S2E8: From a Broken Down Van to the Gold Standard of Junior Golf (feat. Stephen Hamblin)
When American Junior Golf Association Executive Director Stephen Hamblin stepped into the role 42 years ago, the AJGA had a broken-down van, a dozen annual events, five full-time employees, and an operating budget of just $200,000. Today, the AJGA has grown by 10x to 100x in nearly every measurable category… and all under Hamblin’s leadership. Join Derek and Stephen for a fun and memorable conversation about the past, present, and future of junior golf, and discover why the junior golf movement ...
7
July 29, 2026
S2E7: Qualifying – Part 2 – “US Am” Here We Come? (feat. Ray Day)
Episode 7 of The Golfing CEO finds Derek on the precipice of one of the biggest achievements in any amateur golfer’s season, maybe even over an entire amateur career in golf… qualifying for the United States Amateur Championship. Join Derek and his caddie, Ray Day, as they recap the action from Dallas National Golf Club, where Derek is only 18 holes away from Merion Golf Club, and everything that comes with playing in America’s oldest organized golf tournament. Enjoying the show? Be sure to fol...
6
July 15, 2026
S2E6: Golf On and Off the Big Screen (feat. Ed Burns)
Episode 6 of The Golfing CEO features one of our most recognizable guests yet: acclaimed writer, director, producer, and actor Ed Burns, whose latest independent film, Finnegan's Foursome, brings the game of golf to the big screen. Join Derek and Ed as they discuss the inspiration behind the film, Ed's life and career on and off the course, and why golf has a way of bringing together family, friendships, and unforgettable stories. Enjoying the show? Be sure to follow and leave us a review if yo...
5
July 1, 2026
S2E5: Qualifying - Part 1 (feat. Cory Scoggin)
Episode 5 of The Golfing CEO turns the microphone on Derek's own competitive golf journey. Joined once again by his instructor, Cory Scoggin, Derek relives the highs, lows, and biggest moments from the first stage of qualifying for the U.S. Amateur. Together, they break down Derek's annual spring and summer tournament season as he pursues one of golf's toughest tests. Enjoying the show? Be sure to follow and leave us a review if you’re feeling generous. For more episodes, behind-the-scenes cont...
4
June 17, 2026
S2E4: National Golf Day (feat. Jay Karen)
Episode 4 of The Golfing CEO features Jay Karen, CEO of the National Golf Course Owners Association and one of the golf industry's leading advocates and thought leaders. Join Derek and Jay as they discuss the golf industry's annual trip to Capitol Hill for National Golf Day, the business realities facing public and private golf courses, and why participation, innovation, and new audiences are giving plenty of reasons to be optimistic about the future of the game. Enjoying the show? Be sure to f...
3
June 3, 2026
S2E3: Family First, On and Off the Course (feat. Scott McNealy)
Episode 3 of The Golfing CEO features a guest who almost perfectly embodies the title of this podcast: Scott McNealy, co-founder and former CEO of Sun Microsystems, and father of PGA TOUR standout Maverick McNealy, as well as three other boys who reached higher levels of golf than most of us can only dream about. Join Derek and Scott as they discuss leadership, competition, using golf as a strategic business tool, and why Scott chose to put four boys in the same bedroom, even though there was pl...