Bob May (golfer) Bob May (golfer) Robert Anthony May (born October 6, 1968) is an American professional golfer. He lost to Tiger Woods in a three-hole playoff for the 2000 PGA Championship at Valhalla. May attended Oklahoma State University and was a member of the 1991 Walker Cup American team before turning professional later that year. May joined the PGA Tour in 1994. He did not win on the Tour, but he finished second three times, including a playoff loss to Tiger Woods at the 2000 PGA Championship at Valhalla, and most recently at the 2006 B.C. Open at Turning Stone Resort &
Tiger Woods 2000 U.S. Open, where he broke or tied nine tournament records in what "Sports Illustrated" called "the greatest performance in golf history", in which Woods won the tournament by a record 15-stroke margin and earned a check for $800,000. At age 24, he became the youngest golfer to achieve the Career Grand Slam. At the end of 2000, Woods had won nine of the twenty PGA Tour events he entered and had broken the record for lowest scoring average in tour history. He was named the "Sports Illustrated" Sportsman of the Year, the only athlete to be honored twice, and