Golf Tutorials

What Are Some of John Daly's Most Memorable Moments on the Golf Course?

By Spencer Lanoue
July 24, 2025

When you think of John Daly, you probably picture a blonde mullet flowing under a ball cap, ridiculously loud pants, and a huge, powerful golf swing with an impossibly long backswing. Daly isn't just a golfer, he's a phenomenon, a larger-than-life character whose career is filled with moments that capture both superhuman talent and all-too-human fragility. This article revisits some of the most unforgettable moments from Long John on the golf course and pulls out coaching lessons we can all learn from them.

The Ultimate Underdog: The 1991 PGA Championship at Crooked Stick

This is where the legend was born. In August 1991, John Daly wasn't just an unknown, he was the ninth alternate for the PGA Championship. He only got into the field at the very last minute when another player dropped out. With no time for a practice round, he hired local caddie Jeff “Squeaky” Medlin, took a look at the course, and decided on a simple strategy: "grip it and rip it."

And rip it he did. Throughout the week, Daly captivated the galleries at Crooked Stick with his seemingly reckless power. He was flying massive drives over trees and doglegs that other pros simply couldn’t. On the monstrous 512-yard Par 4 18th hole, where others were hitting driver, then a long iron, Daly was hitting driver-pitching wedge. This wasn't just power, it was a golfing display no one had ever seen before. He took the lead on Friday and never looked back, winning his first major championship by three strokes.

The Coaching Takeaway: Play with Freedom

What can we Average Joes take from this heroic performance? It’s not about swinging out of your shoes trying to crush every drive. The real lesson from Daly’s 1991 win is about playing with freedom. He was a nobody who stumbled into a major championship, so he had zero expectations. He wasn't playing with the weight of sponsors or history on his shoulders. He simply trusted his game and played his style.

As a golfer and a coach, I see so many amateurs who get paralyzed by fear and technical thoughts:

  • "Keep your left arm straight."
  • "Don't sway off the ball."
  • "Make sure my hips clear."

Soon, they're so worried about *how* to swing they forget to just *swing*. Daly didn't have time to overthink. He saw his target, trusted his unique swing, and let it go. Your takeaway is to find that sense of freedom on the course. Do your thinking on the range, but when you're playing, pick your target and commit to the shot with confidence. Play the game that you brought with you that day.

Glory at Golf's Home: The 1995 Open Championship at St. Andrews

If anyone thought the 1991 PGA was a fluke, Daly silenced them at the "Home of Golf." The 1995 Open Championship at the Old Course at St. Andrews was a masterclass in his ability to combine raw power with an incredible touch around the greens. He entered the final round in a four-way tie for the lead, a battle that would come down to the wire between him and Italian Costantino Rocca.

Holding a one-stroke lead on the 72nd hole, Daly could only watch from the clubhouse as Rocca faced a must-make, 65-foot birdie putt from the "Valley of Sin," the deep swale guarding the front of the 18th green. In one of the most astonishing moments in golf history, Rocca drained the putt, forcing a four-hole playoff. The roar from the crowd was deafening. Most players would have crumpled mentally after losing a major in such a dramatic fashion. Not Daly. He simply shook his head, walked to the first tee, and dominated the playoff, winning by four shots.

The Coaching Takeaway: Resilience is Your Superpower

Rocca's putt was a gut punch. It’s the equivalent of your opponent draining a 40-footer on you to extend a match. Seeing that happen could easily have thrown Daly off his game, filling him with a sense of "it wasn't meant to be."

This is where every golfer can learn a valuable lesson in resilience. Golf is a game of managing mistakes and bad breaks. You will hit perfect drives that find a divot. You will have putts that horseshoe out of the hole. The key isn't to prevent these things from happening - it's how you react when they do. Instead of letting poor luck a or dramatic holed putt from an opponent derail his focus, Daly reset. He understood that the only thing he could control was his own game in the upcoming playoff holes. Your challenge is to do the same. After a bad hole or a bad break, take a deep breath, leave the past behind you, and focus entirely on the shot standing in front of you now.

A Lesson in When to Say When: The '18' at Bay Hill

Not all of Daly's memorable moments are glorious wins. In fact, some of his most famous outings are unforgettable for the sheer chaos. The master of this was a single hole during the 1998 Bay Hill Invitational on the par-5 6th, which features a massive lake that demands a 300-yard carry.

For most of the week, Daly had played the hole safely, laying up. But in the final round, goaded by the massive Sunday crowd, he decided to go for it. His first attempt found the water. So did his second. And his third, fourth, fifth, and sixth. He wasn't trying to lay up, he kept pulling out his 3-wood and trying to clear the lake in an ever-growing spectacle of stubbornness. Finally, after putting six balls in the water, his seventh attempt found the rocks. He took a penalty drop, hit the green with his next shot, and two-putted for a mind-boggling score of 18 on the hole. It was a classic Daly moment: pure spectacle, pure stubbornness, and a textbook case of what not to do.

The Coaching Takeaway: Course Management Over Ego

This is arguably the most important lesson any golfer can take from Daly's career. Your ego can be your worst enemy on the golf course. Daly refused to accept that he couldn't make the shot, and his scorecard paid the ultimate price. We’ve all been there: trying to hit a miracle shot out of the trees instead of punching out sideways, or trying to carry a bunker we know we can’t clear 9 out of 10 times.

The best golfers are skilled not just at hitting shots but at managing their game. They understand risk and reward. They know which pins to attack and which to avoid. Hitting a 250-yard shot over water might feel heroic, but if it takes you out of the hole, was it worth it? A "boring" layup often leaves you with an easy wedge and a great look at birdie or par. Learning to recognize the smart play over the heroic one is one of the fastest ways to lower your scores. It means swallowing your pride and playing for your best possible score on every hole, not for one spectacular shot.

Going Head-to-Head with Goliath: A Playoff Against Prime Tiger

In 2005, Tiger Woods was at the absolute peak of his dominance. Beating him on a Sunday "in the red" was considered nearly impossible. During the 2005 WGC-American Express Championship, John Daly proved he still had the game to compete with anyone, taking Prime Tiger to a thrilling sudden-death playoff.

Daly, playing with guts and fire, matched Tiger shot-for-shot down the stretch. On the second playoff hole, after Tiger had narrowly missed his birdie putt, Daly was left with a simple 3-foot par putt to extend the playoff. It was a putt he would make 999 times out of 1,000. But under the immense pressure, standing toe-to-toe with the world's best player, he yanked it. The look of utter disbelief and disappointment on his face was crushing and relatable to every golfer who has ever felt the nerves kick in over a short putt.

The Coaching Takeaway: Everyone Feels the Pressure

This moment is memorable for its heartbreak, but also for its profound lesson: pressure is human. It doesn't matter if you're John Daly going against Tiger Woods for millions of dollars, or an amateur standing over a 3-footer to break 90 for the first time. The nerves, the sweaty palms, and the racing thoughts are the same.

Daly's miss reminds us that accepting pressure - and practicing for it - is essential. Don't just mindlessly whack balls on the putting green. Practice with consequence. Play putting games with friends where something is on the line (even if it’s just buying the post-round drink). Put three balls a few feet from the hole and don't let yourself leave until you've holed all three in a row. By simulating pressure in practice, you'll be better equipped to handle it when it arrives on the course.

Final Thoughts

John Daly's career is a tapestry of wild swings, shocking wins, and unbelievable blow-ups. He gave us moments of sheer brilliance and moments of stunning self-destruction, but through it all, he remained one of golf's most authentic and beloved figures. As golfers, we can learn from both his spectacular successes and his very public failures.

We all face our own "Bay Hill moments," those tough calls where a little expert advice could save us from a big number. Instead of just guessing and hoping for the best, you can get instant, smart strategy for any on-course situation. That’s precisely why Caddie AI was developed, giving you on-demand advice to build a sound game plan. You can analyze the hole from the tee, get club recommendations, and even snap a photo of a tricky lie to see your best options, helping you make smarter decisions and swing with complete confidence.

Spencer has been playing golf since he was a kid and has spent a lifetime chasing improvement. With over a decade of experience building successful tech products, he combined his love for golf and startups to create Caddie AI - the world's best AI golf app. Giving everyone an expert level coach in your pocket, available 24/7. His mission is simple: make world-class golf advice accessible to everyone, anytime.

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