Hugo Gaston vs Karen Khachanov — R32 — Hamburg Open

Down a set after Gaston took the opener 6-3, Khachanov reset his serve to flip the match — 77% of first-serve points won against Gaston's 68%, and the cushion held all the way to a 7-6 (7-4) third-set tiebreak. The catch: Gaston was the more efficient returner, converting 3 of 6 break points (50%) to Khachanov's 3 of 12 (25%), but couldn't cash enough of his looks to finish it. Khachanov's 48 unforced errors should have cost him; 33 winners and a cleaner serve in the decider bailed him out in this first career meeting.