Why do people say Sampras is the Greatest Grass Court Player of all Time? Is it simply because he won 7 Wimbledons compared to Federer's 6 Wimbledons? As of today, their record at Wimbledon is identical - 63-7. I think its clear that Federer dominated Wimbledon in a way that Sampras never did. Consider, in their first 6 Wimbledons that each man won, Federer lost 8 sets, Sampras lost a whopping 19 sets. Sampras lost sets to such heavyweights as, Neil Borwick, Karsten Braasch, Jared Palmer, Shuzo Matsuoka. The worst player that Federer lost a set to during this run: Mardy Fish. Federer was pushed to 5 sets only once. Sampras was pushed to 5 sets 4 times. (It is often said that Sampras is much stronger than Federer in 5 set matches, but one wonders, why Sampras was so weak he even needed to play so many 5 set matches). Federer had 6 bagels and 11 breadsticks during this run. Sampras had 1 bagel and 12 breadsticks durnig this run.