Rinky Hijikata has come achingly close to emulating the feats of fellow Australian Alexei Popyrin and knocking out a seed in the opening round of the Adelaide International 1.
While he fell just short, former world No.1 Andy Murray also made an early exit in a night match, going out in straight sets against Sebastian Korda, the son of former Australian Open champion Petr Korda.
A day after Popyrin shocked world No.6 Felix Auger-Aliassime, fellow qualifier Hijikata almost caused a boilover against another Canadian, seventh seed Denis Shapovalov.
World No.164 Hijikata lost to the world No.18 in three high quality sets, 2-6 6-4 6-3.
Shapovalov struggled with his serve early on, dishing up three double faults in his first game before he built into the match.
Trailing 3-4 in the deciding set, the 21-year-old Sydneysider had a break point but couldn't convert, with Shapovalov pouncing to extend his lead before wrapping up the win.
He next faces another qualifier in Russia's Roman Safiullin.
American Korda downed former world No.1 Murray 7-6 (7-3) 6-3.
The first set was a see-sawing affair but the 22-year-old, who is ranked world No.33, ran away with the match in the second.
He will meet Roberto Bautista Agut in round two after the Spaniard edged fourth-seeded Russian Andrey Rublev 4-6 6-3 6-4.
In other results, world No.7 Daniil Medvedev was given an early scare before an injury to his opponent meant free passage through to the second round.
Medvedev, the 2021 US Open winner, was leading 7-6 (8-6) 2-1 against Lorenzo Sonego when the Italian retired due to an arm injury.
Sonego put up a stern fight in the opening set, saving nine of the 10 break points against him to take it to a tiebreaker.
Medvedev pulled out the goods when it mattered most to clinch the first set, and was handed victory when world No.45 Sonego called it quits.
"What a match to start the year," Medvedev said in his on-court interview.
"Unfortunate for everybody that it finished early, even if we played one hour 40, but I'm happy to be through."
Medvedev will take on world No.29 Miomir Kecmanovic in the round of 16.
World No.15 Jannik Sinner set up a clash with Australian Thanasi Kokkinakis after beating Britain's Kyle Edmund 6-3 6-2.
Kokkinakis booked his spot with an upset 7-6 (7-4) 7-6 (9-7) win over world No.34 Maxime Cressy on Monday.
During that match, Kokkinakis required a medical timeout due to a knee injury. He retired from his doubles match on Tuesday night after losing the first set.