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David Lipsky Finishes in Japan With a Stand-In Caddie After Woolard Quits Before the Final Round

By SportsMonkie Golf Desk Updated October 11, 2026
A generic professional golfer on a tee box near Tokyo at dawn looking puzzled while a stand-in in training clothes holds his bag, a caddie walking away down the fairway in the background, editorial graphic
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  1. 01What actually happened between Lipsky and Woolard?
  2. 02How did the final round go with a stand-in caddie?
  3. 03Why does this keep happening to caddies this season?
  4. 04What does the split cost Lipsky beyond one Sunday?
  5. 05What happens next for Lipsky and Woolard?

David Lipsky started Sunday at the Baycurrent Classic with a stranger’s help, because the caddie he brought to Japan had reportedly quit the night before. Darren Woolard, a veteran of the PGA Tour’s caddie ranks, reached his breaking point after 54 holes and told Lipsky to find someone else to carry the bag for the final round at Yokohama Country Club, Golfweek reports. A Tour official confirmed Lipsky teed off with a different caddie, and he finished tied for 54th at 3 under after a final round of two very different halves, Golf Channel reports.

What actually happened between Lipsky and Woolard?

A split after three rounds, with the reasons still unspoken. Golfweek reports, citing a source, that Woolard had enough and essentially told Lipsky to find a replacement for Sunday, and Golf Channel, citing Golfweek, describes the parting after 54 holes as acrimonious. The replacement’s identity was not independently confirmed by either outlet, although Golfweek had heard it may have been Lipsky’s trainer. Neither man has publicly explained the split, so everything beyond the confirmed fact, a new caddie on the bag on Sunday, is reported rather than established.

How did the final round go with a stand-in caddie?

Badly, then remarkably well. Lipsky, starting on the 10th tee, bogeyed four of his first five holes on Sunday, Golf Channel reports. His back nine was bogey-free and 5 under, a 31 that pulled the round back to 1-under 70 and the week to 3 under, tied for 54th, 13 shots behind winner Michael Brennan, GolfMagic reports. The week had been sliding before the split: an opening 66 on Thursday, then 72 and 73, with bogeys on two of his final three holes on Saturday, Golfweek reports. The stand-in round, for all its chaos, was his second-best score of the week.

Why does this keep happening to caddies this season?

Because Lipsky is the second case in two months, and the third odd episode of the year. Last month at the Biltmore Championship in Asheville, Cliff Ellis removed his bib and abandoned Alejandro Tosti’s bag mid-round during the opening 18, Golfweek reports, leaving Tosti to finish a tournament, like Lipsky, without the caddie he started it with. Earlier, Garrick Higgo arrived late to his first tee at the PGA Championship, took a two-stroke penalty, missed the cut by one, and parted with Austin Gaugert before his next start, Golfweek reports. A season that also produced a home favourite leading the Spanish Open on a fractured toe and a toed mishit that won a car in Madrid has now added a pattern: the player-caddie partnership, golf’s closest working relationship, keeps breaking in public.

What does the split cost Lipsky beyond one Sunday?

Position, in a part of the season where position is the whole game. Lipsky sits No. 87 in the FedExCup Fall standings, Golf Channel reports, after beginning the week at No. 85, Golfweek reports. The top 100 when the fall ends earn full 2027 PGA Tour cards and the top 125 take conditional status, Golf Channel reports, so a player in the high 80s has no room for a lost week. His season explains the tension: a solo second at the Valspar Championship in March is his only top-10, he has made 12 of 20 cuts, and he missed six of his last 10 cuts before Japan, Golf Channel and Golfweek report.

What happens next for Lipsky and Woolard?

A new arrangement, one way or the other. Lipsky’s next fall start will show whether the trainer arrangement was a one-round emergency fix or the start of a new partnership, and Woolard, whose past players include Scott Piercy, Taylor Montgomery, K.H. Lee and the late Jarrod Lyle, Golfweek reports, is now a veteran caddie back on the market mid-fall. In a week when the Spanish Open was decided by a final-hole birdie and a former delivery driver’s fade, the strangest golf story came from tied 54th in Japan: a player who needed a caddie on Sunday morning, and found one just in time to shoot 31 on his last nine holes. The same Sunday settled the card race at the other end of the age scale in Virginia, where Blades Brown, 19, became the youngest Korn Ferry graduate ever to earn a PGA Tour card.

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Frequently asked questions

What happened between David Lipsky and his caddie in Japan?+

They split mid-tournament. Darren Woolard reportedly told Lipsky to find someone else to carry his bag for Sunday's final round of the Baycurrent Classic after 54 holes, Golfweek reports, in what Golf Channel, citing Golfweek, calls an acrimonious split. A Tour official confirmed Lipsky teed off on Sunday with a different caddie, Golfweek reports.

Who caddied for Lipsky in the final round?+

That has not been confirmed. Golfweek could not independently confirm the replacement's identity, although it had heard the stand-in may have been Lipsky's trainer. Golf Channel likewise reports the new caddie's identity was not verified. Neither Lipsky nor Woolard has publicly explained the split.

How did Lipsky play at the Baycurrent Classic?+

He finished tied for 54th at 3 under. Lipsky opened with a 5-under 66 on Thursday, then shot 72 and 73 with Woolard on the bag, Golf Channel reports. On Sunday, starting on the 10th tee, he bogeyed four of his first five holes before a bogey-free 5-under 31 on his back nine closed out a 1-under 70.

Has a caddie quit mid-tournament before this season?+

Yes, last month, and in stranger fashion. At the Biltmore Championship in Asheville, Cliff Ellis removed his caddie bib and walked off mid-round during Alejandro Tosti's opening 18 holes, Golfweek reports. Golf Channel reports Ellis left during Tosti's ninth hole of the day, and Tosti finished that tournament without the caddie he started it with.

What is at stake for Lipsky in the FedExCup Fall?+

His PGA Tour card. Lipsky sits No. 87 in the FedExCup Fall standings, Golf Channel reports, and the top 100 at the end of the fall earn full 2027 PGA Tour cards, with the top 125 earning conditional status. He began the week in Japan at No. 85 in the season-long standings, Golfweek reports, and has made 12 of 20 cuts this season.

Who is Darren Woolard?+

A veteran Tour caddie. His previous players include Scott Piercy, Taylor Montgomery, K.H. Lee and the late Jarrod Lyle, Golfweek reports. Woolard and Lipsky's split is the latest in a season of unusual caddie episodes, which also includes Garrick Higgo parting with Austin Gaugert after Higgo's two-stroke late-to-the-tee penalty at the PGA Championship, Golfweek reports.

How has Lipsky's season gone overall?+

One high, and a lot of grinding around it. His only top-10 finish of the season was second place, behind Matt Fitzpatrick, at the Valspar Championship in March, Golfweek reports, and he had missed the cut in six of his previous 10 starts before Japan, despite wins earlier in his career on the DP World Tour, Asian Tour and Korn Ferry Tour.

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