Mccartney Kessler defeated Mirra Andreeva 7–6, 6–4 in the first round of the WTA Montreal Masters 1000 on hard court. The result marked a significant upset, as Andreeva entered as the clear favourite at 1.26 odds, while Kessler was priced at 3.77. Kessler's victory came via a competitive opening set that went to a tiebreak before she consolidated her advantage in the second set to secure progression. The upset signals a notable performance from Kessler against a higher-ranked opponent in one of tennis's premier events.