He lost to Jimmy Butler one year (they are the same age). Jimmy told me a funny story about that. I think it may have happened at the US Open, I'm not sure.
Apparently Syed didn't know anything about Jimmy before the match except for recognizing his name. He knew he might have to play him in the next round, and so watched him play for a couple of minutes and saw him hit a few massive forehands. (That has never been a Jimmy Butler strength, since he was a kid really, it was really barely adequate, his mechanics were all wrong). All in all Syed wasn't to worried, but decided to play it safe and play a lot of balls to Jimmy's backhand! (He told this to Jimmy after the match, and Jimmy told this to me a few years ago, and also said that he wouldn't be able to beat Syed very often).
(To people who don't see why this if funny, the last thing you would ever want to do is to keep playing balls to Jimmy's backhand, especially back then, since Jimmy was in the top 100 for a reason).