Tom Watson – 8
Tom Watson has eight second-place finishes, the most epic coming back at the 2009 British Open. The then-59-year-old Watson missed an eight-footer on the final hole to secure what would have been a record for the oldest player ever to win a major—not to mention, one with a hip replacement. Alas, the golf gods favored Stewart Cink in a 4-hole playoff that day, leaving Watson with runner-up memory No. 8.