I think you're being harsh. I definitely went through a phase of thinking like, "this ain't hip hop". But he has dropped some gems. Summertime?!? Are you kidding? That's some classic sh!t.
I have to admit, despite my protestations at the time, Jiggy is a bomb record. It's totally all about the sample though. The rhyme is wack! The whole thing about having a cigar but not lighting it...? Sad.
There was a track called Freak It or Freakin' It from around 2000 which was pretty dope too, based on Love Hangover. Trackmasters made good Hip Pop. Nothing wrong with it.
And I totally agree with Po about the fact that you have to cut Big Willy some slack for the fact that he doesn't (or at least he didn't) take himself too seriously.
But yeah, cheese factory, for sure.