He was knocked out by Ragnarok and almost killed if it wasn’t for the interventions.
He also ran out of gas after using the G4 for the first time and even with help to try to escape Kaidou he was still bitten by Kaidou, if it wasn’t for outside help again God only knows what Kaido would have done with Luffy.
He lost 3 times during the attack I consider 4.