Who Is Gary Woodland's Caddie?

Get to know Brennan Little in this piece.

Gary Woodland's Caddie
(Image credit: Getty Images)

Who Is Gary Woodland's Caddie?

The man currently carrying American Gary Woodland's bag is Brennan Little. Little has been caddying since 1999 and just some of the other players he has teamed up with include Mike Weir, Sean O'Hair and Camillo Villegas.

mike weir caddie

Little with Weir in 2003 (Getty Images)

(Image credit: Getty Images)

Two of his finest career moments so far are helping Mike Weir to victory at the 2003 Masters and then guiding Woodland to victory at the 2019 US Open at Pebble Beach. In fact he is quite the player himself as he says he has a handicap of 2 and the man born in Canada also played collegiate golf at New Mexico State.

His favourite golfer growing up was Greg Norman and his favourite golf course to caddie at currently is Augusta National. That being said he also says his favourite Tour stop is Colonial because he knows the golf course well and it is close to his home. He currently resides in Dallas, Texas.

As mentioned above he was born in Ontario, Canada and as such he loves playing and watching ice-hockey. He says that his dream alternate career choice would be a general manager of a hockey team. He also makes sure he always carries a fishing rod whilst travelling and he tries to go fishing as often as he can when out on the road. As far as dream four-balls go, he says he would like to play with his Dad, MLB star Josh Donaldson, and NHL star Jamie Benn.

Sam Tremlett
Senior Staff Writer

A golfer for most of his life, Sam started playing the game to prove he was the best player out of his father and two brothers.
He quickly became a golf equipment expert and has always been the one family and friends come to for buying advice, and spends a lot of his time putting golf gear, apparel and shoes to the test.  
He is a graduate of Swansea University where he studied History and American Studies, and he has been a part of the Golf Monthly team since February 2018. He also previously worked for World Soccer and Rugby World magazines.

A jack of all trades across print and digital formats, Sam now spends most of his time testing and looking after golf gear content for the website. He also oversees all Tour player content as well. 

Unfortunately, Sam is not a member of any club at the moment but regularly gets out on the golf course to keep up the facade of having a handicap of five. 


Sam is currently playing:
Driver: Titleist TS3
Fairway Wood: TaylorMade M5 (15 degrees), Nike Covert Tour 2.0 (19 degrees)
Irons (4-PW): Titleist AP2
Wedges: Titleist Vokey SM7 54˚, 58˚
Putter: Scotty Cameron Circa 62 #6