For me, the Attidude Era was over almost as soon as it got officially branded as the "Attidude Era". From my memory, and I could be wrong 'cos things can get fuzzy timewise, the fun of it was before they made the on-screen acknowledgement. That moment when it was transversing between something that was still trying to hold on to the 80's style and wasn't really blatantly acknowledged as a TV show owned by Vince and made like any other TV show, whilst the wrestlers were starting to drop character (whether instigated by creative or not) and suddenly started at acknowledged that they were employees of a company and TV show and tried to exploit their position of having a live mic on live TV. It was one of those rare moments where for a while you weren't quite sure what was supposed to be happening and what wasn't. Doubting what was script and what was real. And for me that doubt was the crux of what the Attitude Era was all about. By the time they branded it as the "Attitude Era", it killed the illusion 'cos it was suddenly 100% apparent that it was company sanctioned.
edit: In addition, one of the key moments of the Attitude Era for me, although it may be footnote wrestling history, is when that guy from The Headbangers, doing a dodgy schoolboy gimick as a solo wrestler, suddenly threw off his hat mid promo and said he couldn't do this s**t character anymore. That sort of thing, the breaking of old school wrestling era to new era reality whether shoot or scripted was the key to the Attitude Era for me.