The 33rd Ryder Cup, also known as the "Battle of Brookline", was held September 24–26, 1999, in the United States at The Country Club in Brookline, Massachusetts, a suburb southwest of Boston. The American team won the competition by a margin of 14 1/2 to 13 1/2, The Europeans, leading 10–6 heading into the final round, needed only 4 points on the final day to retain the cup. The Americans rallied on the Sunday, winning the first 6 matches of the day to surge into the lead. Further wins by Steve Pate and Jim Furyk took them into a 14–12 lead. The Americans recaptured the Ryder Cup when Justin Leonard halved his match with José María Olazábal. With the match all-square Leonard holed a 45-foot birdie putt on the 17th hole. After controversial premature celebrations on the green, Olazabal then missed his 22-foot birdie putt to leave Leonard one up with just one hole to play, assuring him of a half point and guaranteeing an American victory. At the time, the American win was the largest final day come-from-behind victory in Ryder Cup history; Europe achieved the same feat in 2012. It is still widely regarded as one of the most impressive come-from-behind victories in recent sports history. This was one of the last public appearances of Payne Stewart, who died in a plane crash less than a month later.
Showcasing the legendary American roster that earned the improbable victory, offered here is a Ryder Cup Souvenir Pin Flag beautifully hand signed in felt tip marker ink by all 13 members of the United States Team. Headed up by the team's non-playing captain, Ben Crenshaw, the signers include: Tiger Woods, Payne Stewart, Mark O'Meara, David Duval, Justin Leonard, Davis Love III, Phil Mickelson, Jim Furuyk, Tom Lehman, Jeff Maggert, Hal Sutton and Steve Page. In overall excellent condition. A rare and impressive fine! Accompanied by a full Letter of Authenticity from Beckett Authentication Services (BAS).