Defending champion Felix Auger-Aliassime must overcome a dismal record against Daniil Medvedev to go any further at the Rotterdam Open after both won on Thursday to set up a heavyweight quarter-final, while Stefanos Tsitsipas crashed out.
Third seed Auger-Aliassime beat French qualifier Gregoire Barrere 6-4 6-3, while Medvedev earned a 6-2 6-2 victory against Dutchman Botic van de Zandschulp.
Despite being the higher-ranked of the two at present, Canadian Auger-Aliassime has a 0-4 career record against Russian Medvedev.
Those losses include a painful defeat from two sets up in the 2022 Australian Open quarter-finals, and a US Open semi-final knockout blow in the previous season.
It is a record that is all the more surprising considering Auger-Aliassime has wins over Novak Djokovic, Rafael Nadal, Roger Federer, Andy Murray and Carlos Alcaraz to his name.
Auger-Aliassime sits eighth on the ATP ranking list, three places clear of former number one Medvedev, who is relishing their clash on Friday.
Medvedev said on Amazon Prime: "Felix is a top player. He won here last year and played amazing at the end of last season. I'm looking forward to a tough match, and hopefully I can be at my best.
"He's going to take his opportunities. He's going to go for it when he has the chance. So I will need to be at my best and everything has to be better."
Top seed and Australian Open runner-up Tsitsipas was beaten 6-4 6-3 by Jannik Sinner, with last week's Open Sud de France champion winning in an hour and 21 minutes to set up a quarter-final against Stan Wawrinka.
It was Sinner's first career win over a top-three opponent. The Italian held a 0-8 record against such opponents coming into this match.
Fourth seed Holger Rune is also out after retiring hurt while 6-4 4-0 down to Dutch wildcard Gijs Brouwer, who advances to play compatriot Tallon Griekspoor.
Australian Alex de Minaur advanced to the final eight with a 7-5 3-6 6-3 win over American Maxime Cressy, earning a shot at Grigor Dimitrov next.