Fluff Cowan served as Woods' caddie from the start of his professional career until Woods dismissed him in March 1999. He was replaced by Steve Williams, who became a close friend of Woods and is often credited with helping him with key shots and putts. In June 2011, Woods dismissed Williams after he caddied for Adam Scott in the U.S. Open and replaced him with friend Bryon Bell on an interim basis. Joe LaCava, a former caddie of both Fred Couples and Dustin Johnson, was hired by Woods shortly after and has remained Woods' caddie since then.
On April 14, 2019, Woods won the Masters, which was his first major championship win in eleven years and his 15th major overall. He finished 13 under par to win by one stroke over Dustin Johnson, Xander Schauffele and Brooks Koepka. At age 43, he became the second oldest golfer ever to win the Masters, after Jack Nicklaus who was 46 when he triumphed in 1986. In August 2019, Woods announced via social media that he underwent a knee surgery to repair minor cartilage damage and that he had an arthroscopic procedure during the Tour Championship. In his statement, Woods also confirmed that he was walking and intends on traveling and playing in Japan in October.
Ryder Cup: Was selected as a captain's pick for the United States in the Ryder Cup and made his eighth start in the biennial team event. Played in his first Ryder Cup since 2012 and failed to score any points for the U.S. in four matches played. Lost 2 and 1 to Jon Rahm in Singles as the Europeans regained the Ryder Cup with a 17.5-10.5 victory over the United States at Le Golf National in Paris, France.
On February 5, 2015, Woods withdrew from the Farmers Insurance Open after another back injury. Woods stated on his website that it was unrelated to his previous surgery and he would take a break from golf until his back healed. He returned for the Masters, finishing in a tie for 17th. In the final round, Woods injured his wrist after his club hit a tree root. He later stated that a bone popped out of his wrist, but he adjusted it back into place and finished the round. Woods then missed the cut at the 2015 U.S. Open and Open Championship, the first time Woods missed the cut at consecutive majors, finishing near the bottom of the leaderboard both times. He finished tied for 18th at the Quicken Loans National on August 2. In late August 2015, Woods played quite well at the Wyndham Championship finishing the tournament at 13-under, only four strokes behind the winner, and tied for 10th place. Woods offered only a brief comment on the speculation that he was still recovering from back surgery, saying it was "just my hip" but offering no specifics.
Woods wrote a golf instruction column for Golf Digest magazine from 1997 to February 2011. In 2001 he wrote a best-selling golf instruction book, How I Play Golf, which had the largest print run of any golf book for its first edition, 1.5 million copies. In March 2017, he published a memoir, The 1997 Masters: My Story, co-authored by Lorne Rubenstein, which focuses on his first Masters win.
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Won seven times en route to capturing the inaugural FedExCup, cruising through the PGA TOUR Playoffs for the FedExCup with two wins and a T2 in three starts. Captured 13th career major championship (second all-time to Jack Nicklaus' 18) and finished the year with 61 official PGA TOUR victories, fifth all-time. Adjusted scoring average was 67.79, matching own record set in 2000. With 60 official rounds, won his seventh career Vardon Trophy and also captured the Byron Nelson Award.