Who Is David Lipsky’s Caddy?
When you purchase by hyperlinks on our articles, Future and its syndication companions could earn a fee.
David Lipsky presently has Darren Woolard on his bag. | Credit: Getty Images
David Lipsky you will have constructed an extended and profitable skilled profession.
Since leaving the novice sport behind in 2011, he has gained 4 instances, with victories on the DP World Tour, the Asian Tour and the Korn Ferry Tour among the many highlights of his resume.
Over the years, Lipsky has employed a number of caddies, together with Robert Brown and Sam Haywood. However, his present looper is Darren Woolard – and together with his assist, his profession seems to be edging nearer to a different milestone.
Woolard has loads of expertise within the sport, having beforehand caddied for the likes of Scott Piercy, Jarrod Lyle, Taylor Montgomery and KH Lee.
Indeed, Woolard was caddying for longtime pal Piercy way back to 2009 when Lipsky was nonetheless reducing his tooth at Northwestern University.
Therefore, there’s little surprise that Lipsky has turned to Woolard as he seeks to take his profession to a different stage.
While Lipsky has had some notable successes, one ambition he’s but to appreciate is a PGA Tour title.
However, by 2025, there have been indicators that, with Woolard’s assist, he could possibly be edging nearer to reaching the feat, first with a T3 on the John Deere Classic, adopted by an equivalent end on the 3M Open.
Darren Woolard helped Lipsky to T3 on the 2025 John Deere Classic | Credit: Getty Images
The pair continued to seek out success into 2026, not least on the Valspar Championship. There, Lipsky was close to the highest of the leaderboard into the second half of the Copperhead Course at Innisbrook match because the partnership continued to reap rewards.
