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·Masters·HardAnna Kalinskaya defeated McCartney Kessler 6-2, 6(3)-7(7), 6-4 — Canadian Open 2026 R64.
Anna Kalinskaya and McCartney Kessler: Anna Kalinskaya leads 1–0 across 1 recorded meeting.
Chance creation decided it. McCartney Kessler converted 4 of 5 break points to Anna Kalinskaya's 6 of 20, but the No. 17 seed manufactured four times the looks and banked 53 percent of the total points in a matchup with no prior meetings on record. The decider swung twice in as many games, Kessler breaking in game 7 for 4-3 and Kalinskaya answering in game 8 for 4-4. Kessler saved a match point before Kalinskaya closed it, 2 hours, 35 minutes in, to reach the round of 32 at the Canadian Open.