'88---Neat way to introduce the concept, and caught the attentnion of many.
'89---The Rumble itself was good the first 2/3, but died badly when Hogan & Savage were out. The rest of the show was decent.
The first few don't even get my consideration 88-91.
Really eh...well...
'90---A really fun Rumble, which of course set the tone for the infamous Hogan/Warrior angle. The rest of the show was a downer, with the acception of the Garvin/Valentine match, and Perfect's attack on Beefcake.
'91---This Rumble was VERY good, so I don't see why this doesen't get consideration. Bossman/Barbarian was a surprise, Rockers/Orient Express RULED, Virgil's face turn was awesome, and the championship match, despite my disagreements with it, still shocked everyone. The Rumble itself was decent, but nothing I'd call great!
'92---I agree some of the matches were weak, but Piper winning the I-C title was priceless! It's a moment, I'll never forget. And the Rumble itself was one of the best! Amazing performance from Naitch.
'93---An overall fun show, with the debut of the Steiner's, and Bret vs. Razor, but Bam Bam/Bossman was BLEH, but it served its purpose of putting the Bammer over, and Janetty/Michaels was craptacular! The Rumble itself was quite good, but got predictable toward the end.
'94---I can agree this Rumble was good from a storyline standpoint, but Taker/Yoko was beyond awful, Razor/IRS was decent, Tatanka/Bammer was forgettable, but Quebecers/Hart's RULED, not just for storytelling, but for a match as well. The Rumble itself, is memorable for its ending, Diesel's performance, the pop Bret got when he hobbled out. As an entire match, I didn't think it was special at all. And Bob Holly, YAY, the decade of bland mediocrity begins.
'95---Rumble itself, only memorable for Shawn's performance. The matches on the other hand were good. I enjoyed Razor/JJ, Kid & Holly/Tatanka & Bammer, and of course Bret/Diesel ('Taker/IRS was meh!). Show overall was good.
'96---Good Rumble, with another memorable performance from Shawn. 'Taker/Bret really showcased 'Taker in a 'wrestling' light, Razor/Goldust was awful but had a great angle leading into it, the rest of the show was forgettable.
'97---Rumble is memorable from a storyline standpoint only, and delivered NOTHING special, outside of the seeds for Bret's turn, and Austin's popularity.
'98---This one was pretty damn bad, this was the most forgone conclusion and most predictable Rumble ever, BUT, it had to be done, but I enjoyed the Casket Match, it wasn't 'Taker/Shawn's best match, but it was still good.
'99---This Rumble was DREADFUL! Up and down the card, with the major acception of the I Quit match! But that's ALL this Rumble was good for. Sure the swerve at the end was good enough, again from a story standpoint it worked, but it doesen't hold up well at ALL!
'00---I enjoyed this Rumble match, it wasn't the best, but I enjoyed it. The undercard was very enjoyable, especially the main event streetfight.
'01---This one ranks quite high for me as well, the Rumble itself was fun from begining to end, and the undercard matches were all awesome! This is probably my favourite.
'02---Outside of Perfect's performance, and the Jericho/Rock main event this one did nothing for me.
'03---Benoit/Angle, nothing else!!
'04---AMAZING RUMBLE! Almost perfect! Eddie getting his revenge on Chavo was AMAZING!
'05---Forgettable, and boring.
'06---Memorable for the Rumble itself, and nothing else.
'07---The sequence between Shawn & Taker was awesome!! As for the rest of the show, it didn't produce anything special.
'08---Nice swerve with Cena's return, but I hated the booking on this entire show.
'09---I enjoyed this show greatly for some reason as well. It was predictable, but told a good story nonetheless.
So for me, it's 2001 all the way!