The funny thing is that Ice Ice baby was a solid song and most of us didn't have in issue with it in 91. Where it became a problem was 3 things.
-Despite what you think, Rob Van Winkle came from a working class household. He started out as a B-Boy and came out of the battle rap scene. That was a way more grounded and interesting story than the one the record label tried to feed the public. I think him not signing to Def Jam was a major mistake because while he may not have had the commercial success he gained. Russell would have probably taken him a lot more seriously as an artist, it wasn't like he sucked as a rapper and he would have blown off the strength of being white and good looking (nh). Unlike the awkward jewish Beastie Boys or 3rd Bass.
-After being an overnight success he started huffing his own fumes to the point where he started to believe his own hype there pretty much drawing the ire of a hip-hop community that was still pretty young and that a) was big on realness and authenticity and the perception of such and b) Was in the middle of a very Pro Black awakening spearheaded by Public Enemy, X-Clan, Native Tongues etc.
-It was clear he had a ghostwriter because he could never replicate what he did on To the Extreme.
But even with all that I would take him over 75% of the hip-hop out right now.