September 3, 2019 -- NYC, NY
Roger took the court in his Quarterfinal match against a player he had an undefeated record against, Grigor Dimitrov. After capturing the first set in front of an always fiery New York crowd, seems appeared to be standard with Roger in control of the match.
But Grigor turned things around and was able to tie things at a set all. As things battled on, it became evident as the match continued Roger was not 100% and something was visibly off with the third seed.
After dropping the fourth set and pushing to a deciding 5th, Roger left the court for medical treatment. When he came back, he just wasn't executing his shots and making uncharacteristic mistakes.
Grigor Dimitrov beat the 3rd seed 3-6, 6-4, 3-6, 6-4, 6-2 to advance to the Semifinals of the US Open.