Weekday Golf

What does it take to create one of the world's great golf experiences?

Troy Flanagan, Director of Golf Maintenance at The Olympic Club, has spent decades preparing courses for U.S. Opens, PGA Championships, and the Ryder Cup. But as you'll hear, his work isn't really about grass—it's about giving every golfer four hours to forget about everything else.

We talk with Troy about why championship conditions take years to build, what golfers misunderstand about great greens, working alongside architects Gil Hanse and Jim Urbina, mentoring the next generation of superintendents, and the philosophy that guides one of golf's most respected course managers.

Whether you're fascinated by championship golf, course architecture, or simply what goes into creating an unforgettable round, this conversation offers a rare look behind the scenes of one of golf's most important—and least understood—professions.

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Email: [email protected]

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro

Most golfers know the Rules of Golf exist. Not many know all of them. Even fewer agree with all of them.

In this episode, we talk about the rules we love, hate, and question. From fairway divots and tree roots to the "house rules" that become part of every golf group, this is a conversation about how golfers actually experience the game.

Whether you're a rules official or someone who still asks, "Can I get a ruling?", you'll probably recognize a few of your own opinions along the way.

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Email: [email protected]

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro

Golf fans see the tournaments. They rarely see what everyday life on a Division I golf team is actually like.

This week, we sit down with William Ma (Harvard) and Matthew Lin (Yale) to talk about the friendships, competition, and team culture that define college golf. We explore their path to college, their most effective practice routines, what they've learned from playing alongside some of the world's best amateurs, and why they think every college golf team has the same two favorite restaurants.

Whether you're a junior golfer dreaming of college golf or simply curious about what it's really like behind the scenes, this conversation offers an honest look inside Division I golf.

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Email: [email protected]
Design by: Austin Wooldridge
Music provided by: ⁠https://www.classicals.de/mozart-figaro

Major championships and Ryder Cups don't just happen—they're built. Brandon Haney helps lead the team that transforms a golf course into one of the biggest sporting events in the world.

We go behind the scenes of what it takes to host golf's biggest events, from building a temporary city around a golf course and designing a better spectator experience to managing unexpected crises (like when a fiber line was accidentally cut on the morning of the PGA Championship) and how he improves on his craft when he's going from one championship to the next, while juggling dozens of future events.

Along the way, Brandon shares what makes the job rewarding, why he's really in the people business, and why creating unforgettable experiences has become his life's work.

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Email: [email protected]
Design by: Austin Wooldridge
Music provided by: ⁠https://www.classicals.de/mozart-figaro

In a previous episode, we learned about Golf Digest's course rating framework. We joked that we should become golf's official "Hang Raters," because we remember golf for much more than the actual course.

Which brings us to this episode, where we build the Weekday Golf Experience Rating—our attempt to answer a different question:

After you play a round of golf, what do you really think is important?

From practice facilities and food to clubhouses, post-round hangs, and the intangible moments that stay with you years later, we debate what deserves to count—and how much. Consider this about 90% finalized.

How would you weight a golf experience? Tell us what we missed—or where you think we got it completely wrong.

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Email: [email protected]

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro

After our conversation with Joe Kwok, Oliver kept the mics rolling.

Joe stayed to answer a series of questions about club fitting—from the biggest mistakes golfers make during a fitting, to premium shafts, loft and lie adjustments, grip size, Japanese craftsmanship, tour vans, and more.

If you enjoyed our main conversation with Joe, this bonus episode offers an even deeper look into the craft of club fitting and the thinking behind one of the country's most respected independent club fitters.

To learn more about Joe or inquire about a fitting, visit his website: https://www.joekwokgolf.com/

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Email: [email protected]

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro

Golfers love to obsess over their equipment. And for many, club fitting is about finding the perfect clubs.

For Joe Kwok, it's about eliminating doubt.

Joe is one of the country's most respected independent club fitters. With 30+ years of working with everyone from beginners to elite players, he's learned that great fitting is more about understanding the golfer than it is about specs and launch numbers.

We discuss how Joe became a club fitter, why golfers are always searching for "the answer," why club fitting is a long-term relationship, and the psychology behind why we blame our clubs more often than ourselves.

Whether you're an equipment junkie or someone who's never been fit for a club, this conversation offers an expert perspective on what club fitting can—and can't—do for your game.

To learn more about Joe or inquire about a fitting, visit his website: https://www.joekwokgolf.com/

Follow Weekday Golf:

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Email: [email protected]

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro

In this listener mailbag episode, Oliver and Preston answer questions about slow play, the friend who backs off a shot to tell a story, where your bag actually belongs around the green, Oliver’s infamous crusty glove, what’s really in our golf bags, bad behavior in a foursome, the biggest on-course meltdowns we’ve witnessed, what makes a round “good,” how to help someone fall in love with golf, and what it means to respect the game.

Plus: Preston’s mysterious piece of golf art, yodeling, and more.

Follow Weekday Golf:

Instagram / YouTube / Facebook: @weekdaygolfpodcast

Email: [email protected]

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro

We're excited to be joined by Joe Skovron (aka "Skov"), who has spent nearly two decades as one of the most respected caddies on the PGA Tour, including 13 years with Rickie Fowler and now in his third season with Ludvig Åberg. We've been fortunate to spend a few rounds with Skov over the years, and that familiarity made for a candid conversation.

We didn't talk about specific shots at their latest event. Instead, Skov takes us inside the psychology of elite golf: how he builds trust and manages confidence, how rounds can drift off course, what tour-level preparation actually looks like, and what it takes to perform and recover when the pressure is highest. We also get a cameo from his pup (and learn why he's named Philip).

We discuss:

• Confidence, pressure, and learning how to win
• Recovering from mistakes in real time
• Ryder Cups, major championships, and life on Tour
• Data vs instinct in decision making
• Why relationships are the soul of golf

Contact us: [email protected]

Instagram: @weekdaygolfpodcast

YouTube: @weekdaygolfpodcast

Twitter/X: @weekdaygolfpod

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro

A few weeks ago, we recorded Part 1 of the Los Cab Cup before the event actually began. At that point, all we had were expectations, optimism, and a lot of questions about what would happen when 90 golfers descended on a ranch in Arizona.

Now we're back with the aftermath.

Joined once again by our friend Scott Walker from the The Edge Podcast, we look back on what worked, what surprised us, and what we'll remember most. Along the way: escaped horses, travel bag disasters, a dramatic horse race finale, unexpected friendships, and the challenge of creating connection at a scale most golf trips never attempt.

In the end, the golf was great. But as usual, that's not really what we'll remember.

Contact us: [email protected]

Instagram: @weekdaygolfpodcast

YouTube: @weekdaygolfpodcast

Twitter/X: @weekdaygolfpod

Design by: Austin Wooldridge

Music provided by: ⁠https://www.classicals.de/mozart-figaro