From: Emporer_Kazbar | #014
Yes, but I wouldn't equate "letting key characters die" to "getting his ass kicked"
Well, he conceivably would have lost that battle if not for Goku's little pep talk, he went from a cocky little boy to moping right before he is about to die he just didn't(die).
He was cocky against Buu and that ultimately did lead to his death.