Little, who was receiving a weekly salary from Weir, then 32, also received a share of all winnings. This is a common arrangement, but the percentages vary between pairs.
Caddies can receive a base salary of $2,000 (£1,580) a week, which includes 7% of a player's winnings, but jumps to up to 10% if they finish near the top of the leaderboard. If the season goes well, the caddy might get a bonus.
However, most caddies pay for their own expenses, and touring around the world can quickly add up.
If the economy is good and a $1 million check is split, both parties will be happy. But when times get tough and money is low, golfers may feel that all a caddy provides is a hole in their pocket.
After all, even your best friend can get fired.
“It's all part of the business,” Little said. “Maybe you'll get fired, maybe you'll quit playing and get a better job.
“Sometimes change is good. Sometimes players get flat. They might fire a caddy and say, 'We're still good mates, but we have to change to mix things up.' unknown.”
Weir and Little worked together for 11 years until 2010, when Little took on a new challenge with Colombian Camilo Villegas.
There were no hard feelings between Weir and Little, but rather a mutual agreement to try something new.
Little is currently working with American Gary Woodland, and they won the 2019 US Open together.
In golf, both caddies and players can benefit from working with others. In 2023, Little spent time with England's Justin Rose in preparation for the British Open.
“It was interesting to see how he acted,” Little says. “It's totally different. It's good to see his routine. When he's with one guy, you just see the same thing.”
“I’m going to encourage that – if Gary has mates to play with, I think it’s totally fine.
“It helps free up his head space. If you have a guy that relies too much on you as a caddy, he's not thinking for himself.”
As a caddy, community is essential to touring. Local know-how about courses and their setup is often shared.
At last year's Masters, Brooks Koepka's caddy, Northern Irishman Ricky Elliott, got away with exposing Little in violation of the Rules of Golf., external The club Koepka used for the shot.
Caddies are not allowed to exchange chips during a round, but they often walk the course together to discuss strategy before a match.
“Sometimes it's good to talk to guys and see what they think about the hole, and it doesn't matter if I agree or not,” Little says.
“It was good to hear a variety of opinions.”
Taneka McKee is part of that caddy community. She carries Amy Olson's bag on the Ladies Professional Golf Association Tour (LPGA). Like Little, she fell in love with the role.
Mackey, who grew up in the Bahamas and played on the national golf team, always had a passion for travel. After a chance encounter helping Olson at an event in the Bahamas in 2017, she sensed the potential for a career that would take her around the world.
“Amy said, 'I still want you to caddy for me, would you come to Australia?'” When she heard the word 'Australia,' she got fit and did some more. I thought I needed to learn about it,” McKee says.