Sixty-two-year-old Vijay Singh has had an incredible professional career, with 34 PGA Tour wins, including three major championships. Singh is currently No. 6 on the all-time PGA Tour money list, with $71.28 million in winnings. In fact, Singh is looking to add to that total on the PGA Tour this year, where he used his all-time money list exemption for a 2026 PGA Tour card.
Singh has a reputation as one of the game’s hardest workers, and on this week’s episode of Subpar, Kip Henley, who caddied for Singh in 2017, said he can attest to that. In fact, Henley told Subpar hosts Colt Knost and Drew Stoltz that off-weeks were more work than tournament weeks.
“Off-weeks for Vijay, you’re going to Jacksonville,” Henley said. “He’s getting down there, he’s in the gym at 6:30 and you show up at 7:30 on the range, bleary-eyed, and he’s already sweated 10 times and ready to go.
“He’s the most amazing guy I’ve ever worked [for],” he continued. “He taught me something about discipline. I thought I was disciplined. I hit balls and practiced, did all the hand bleeding and all that crap. Dude. I didn’t touch his work ethic. It was insane.”
One of the most challenging things about working with Singh, Henley said, was the fact that Henley has self-described “thin skin.”
“He was so hard to work for because he’s brutal,” Henley said. “I’m a thin-skinned guy. That’s the worst trait you can have as a PGA Tour caddie. That’s why I always got along great with Colt and I lasted 10 years with Brian Gay, because they weren’t mean, but he’s mean. He cuts you to the bone every day. But it was more amazing working for him than anybody I ever worked for.
“He’s an amazing guy,” Henley continued. “Guys underestimate how good that cat was. If he was an okay putter, he’d have won them all.”
Henley also touched on Singh’s generosity, noting that when he was called upon to work with Singh on off-weeks, he stayed in one of Singh’s houses.
“You’d never reach in your wallet when you’re on Vijay’s team,” Henley said. “That cat, he’s buying everything. Most of the work with Vij is a wonderful job.”
To hear more stories from Henley, including memories from his time on Golf Channel’s Big Break and how he became a Tour caddie, check out the full episode of Subpar below.
