If you look at it from the other way around, which I already hinted at in my earlier post, the MC's generally speaking shitty original life is used to explain why he is how he is now. If he had been a more successful personal originally, yet was still leering at the maid, trying to peek at Roxy's panties (and steal them), etc, viewers would judge his current character more than the past one. Now you can say he's shameless because he was like that before reincarnation, so he can't help it, but surely he will heal and get better. If his past had been decent, he would simply be a cheap lecher now for no particular reason, and thus more detestable.