That's been something I noticed in Reddit and it never made any sense to me...
Like Shirou only "won" due to so many factors that it honestly gets hilarious and even when people brought up "He died to getting shot in the head by EMIYA" he wasn't dead yet and only died due to Angra Mainyu trying and failing to use him as a Grail Substitute. They then bring up that "He lost to a Nerfed Saber"(She wasn't nerfed at all, Avalon explicitly boosted her back to her actual levels) but he only lost because of AVALON(Which even if he did see coming, he has nothing at all to get to Artoria from his Gates) and finally for Sakura, the narration explicitly states Sakura had to digest him immediately or he would have blown her the fuck up and she would be dead.
You can tell people have never read the VN because the anime removes the context of so much shit that you end up with people consistently making awful takes like these(And it's almost always him in F/SN, never him in CCC, Extella, FGO or Samurai Remnant)