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20 Golfers Who Really Struggled to Retire

There’s something about golf that just won’t let players walk away quietly. Maybe it’s the peaceful courses, the competitive itch, or just the fact that retirement never really feels like retirement in golf.

Some of these golfers said goodbye and came right back. Others took “semi-retired” to a whole new level. Either way, these 20 players couldn’t quite quit the game, no matter how hard they tried.

20. Fred Couples

Apr 11, 2024; Augusta, Georgia, USA; Fred Couples plays his shot from the fourth tee during the first round of the Masters Tournament.
Kyle Terada-Imagn Images

Freddie’s back has told him to retire about a hundred times, but his swing just refuses to age. He’s become a fixture on the Champions Tour and still pops up at Augusta like it’s a family reunion.

19. David Duval

Dec 16, 2023; Orlando, Florida, USA; David Duval watches his shot toward the fourth green during the PNC Championship at The Ritz-Carlton Golf Club.
Reinhold Matay-Imagn Images

Once a world No. 1, Duval seemed done after injuries and a sharp decline. But every few years, he’d pop back up in a tournament field like he missed the chaos.

18. Vijay Singh

Dec 21, 2024; Orlando, Florida, [USA]; Vijay Singh putts on the 18th green during the PNC Championship at The Ritz-Carlton Golf Club.
Nathan Ray Seebeck-Imagn Images

Vijay could’ve called it a career and coasted into Hall of Fame status. Instead, he’s still grinding it out well into his 50s like someone forgot to tell him it was over.

17. Jesper Parnevik

Jesper Parnevik tees off on the 10th hole during first round of the Allianz Championship Friday, February 5, 2016 at The Old Course at Broken Sound.
Damon Higgins / USA TODAY NETWORK

Parnevik’s outfits were never the only thing that stood out—his return attempts were just as bold. Even after major injuries, he kept finding ways to tee it up again.

16. John Daly

February. 11, 2010; Pebble Beach, CA, USA; John Daly hits his drive on the 12th hole during the first round of the AT&T Pebble Beach Pro-Am at Monterey Peninsula Country Club.
Allan Henry-Imagn Images

Retirement doesn’t exist in John Daly’s vocabulary. He just keeps rolling, diet soda in hand, occasionally making cuts and always making headlines.

15. Colin Montgomerie

Jun 18, 2015; University Place, WA, USA; Colin Montgomerie putts on the 6th green in the first round of the 2015 U.S. Open golf tournament at Chambers Bay.
Kyle Terada-Imagn Images

Monty flirted with walking away, but couldn’t resist the senior circuit spotlight. Now he’s out there winning again, just in a different age bracket.

14. Ian Woosnam

04/13/1991; Augusta, Georgia, USA; Ian Woosnam uses a wood to tee off with Tom Watson, cameraman and spectators in the background at Augusta National Golf Course during the 1991 Masters.
File Photo-Imagn Images

Woosnam faded from the spotlight, then reappeared on the Champions Tour like he’d never left. He’s the type who seems like he’ll play until someone physically takes his clubs away.

13. Nick Price

Dec 16, 2023; Orlando, Florida, USA; Nick Price hits from the bunker on the third hole during the PNC Championship at The Ritz-Carlton Golf Club.
Reinhold Matay-Imagn Images

Price had all the credentials to ride off into the sunset. Instead, he popped back up in team events and on the Champions Tour, still competing like it was the ’90s.

12. Kenny Perry

October 9, 2009; San Francisco, CA, USA; USA Team member Kenny Perry (USA) tees off during day two of the President's Cup golf tournament at Harding Park Golf Course.
Cary Edmondson-Imagn Images

Perry was supposedly done… several times. But whether it was for the Ryder Cup or just one more shot at a title, he always seemed to come back.

11. Tom Watson

04/08/1990; Augusta, Georgia, USA; Tom Watson watches ball after iron shot at the Augusta National Golf Course during the 1990 Masters.
The Augusta Chronicle-USA TODAY NETWORK

Tom Watson gave us one of the greatest almost-comebacks ever at age 59 in The Open. Retirement kept calling, but Watson kept ignoring it for just one more magical run.

10. Steve Stricker

Steve Stricker plays his second shot from a bunker on the seventh hole during the third round of the Kaulig Companies Championship at Firestone Country Club, Saturday, July 13, 2024, in Akron, Ohio.
Jeff Lange / USA TODAY NETWORK

Stricker was practically retired and then decided to win everything on the senior tour. He even captained a Ryder Cup team and still found time to win tournaments.

9. Lee Trevino

04/12/1984; Augusta, Georgia, USA; Lee Trevino chip ball out of bunker at the Augusta National Golf Course during the 1984 Masters.
The Augusta Chronicle-USA TODAY NETWORK

Trevino loved the game too much to step away. Even long after his prime, he found ways to compete and entertain with that trademark grin.

8. Greg Norman

04/12/1992; Augusta, Georgia, USA; Greg Norman after putt at the Augusta National Golf Course during the 1992 Masters.
The Augusta Chronicle-USA TODAY NETWORK

The Shark never truly left golf—he just kept finding new ways to dive back in. Whether it was through design, playing, or LIV Golf drama, he never fully let go.

7. Corey Pavin

Jul 14, 2013; Omaha, NE, USA; Corey Pavin hits his tee shot on the third hole during the final round of the 2013 U.S. Senior Open at the Omaha Country Club.
Denny Medley-Imagn Images

Pavin faded from PGA Tour leaderboards but lingered around the game longer than anyone expected. He kept chasing that feeling, even when his best days were clearly behind him.

6. José María Olazábal

Apr 10, 2025; Augusta, Georgia, USA; Jose Maria Olazabal hits out of a bunker on no. 16 during the first round of the Masters Tournament.
Peter Casey-Imagn Images

Injuries and age couldn’t stop Olazábal from trying again and again. He’d vanish for a while, then return out of nowhere like a ghost haunting the leaderboard.

5. Tom Kite

May 23, 2013; St. Louis, MO, USA; Tom Kite putts on the 1st green during first round of the 74th Senior PGA Championship at Bellerive Country Club.
Scott Kane-Imagn Images

Kite transitioned into the senior circuit seamlessly, but even after that, he was slow to put the clubs away. The man just loved to compete too much to stop.

4. Bernhard Langer

04/10/1985; Augusta, Georgia, USA; Bernhard Langer lines up putt at the Augusta National Golf Course during the 1985 Masters.
The Augusta Chronicle-USA TODAY NETWORK

Langer might be allergic to retirement. He’s been dominating the Champions Tour for what feels like 30 years, with no sign of slowing down.

3. Arnold Palmer

04/08/1978; Augusta, Georgia, USA; Arnold Palmer at the Augusta National GC during the 1978 Masters.
The Augusta Chronicle-USA TODAY NETWORK

Even after his competitive days were over, Arnie never really left the scene. He kept playing in pro-ams and ceremonial events because the game was in his blood.

Read More: 20 Golfers Who Always Found a Way to Win

2. Phil Mickelson

October 8, 2009; San Francisco, CA, USA; USA team member Phil Mickelson (USA) follows through on an approach shot on the fourth hole during day one of the President's Cup golf tournament at Harding Park Golf Course.
Cary Edmondson-Imagn Images

Phil seemed like he might ride off into the sunset… until he reinvented himself with a PGA Championship win at 50 and a leap to LIV Golf. If there’s a golf course and a camera, he’s probably showing up.

Read More: 16 Golfers Who Couldn’t Walk Away from the Game

1. Jack Nicklaus

04/08/1982; Augusta, Georgia, USA; Jack Nicklaus and caddy line up putt at Augusta National Golf Course during the 1982 Masters.
File Photo-Imagn Images

The Golden Bear announced retirements more than once, but he always circled back for another ceremonial round or major moment. Even now, he’s somehow still part of every Masters week like he never left.

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