Most memorable commentary moments from each Rumble from memory:
1988 - "How ironic these two enemies should start out as numbers 1 and 2!"
1989 - "Hulk Hogan's been in there for a half an hour" "He got there 5 minutes ago!" (He pretty much had and all, Gorilla)
1990 - "WOW!" (Tony Schiavone's gasp when still tag wrestler Bret Hart walks out and the crowd go absolutely Austin level apeshit)
1991 - "Romeo, here I be, I come to ride you like a tree!" (or something like that, I love Roddy but hes high as a kite on commentary here...)
1992 - "Thank you, Roddy, its not a skirt, its a kilt.... why you no good skirt wearing freak!"
Also: "The Barbarian doesn't like many people. When I managed him, he didn't even like me."
1993 - "That's why you love the Rumble. One minute we've got 10 guys in there, suddenly it's 2!" - Bobby Heenan getting very caught up in the drama
1994 - "This man Diesel is nearly as tall as me!" "I don't think so!" "Hey, when I'm standing on my wallet!"
"I'm going to enjoy this!" - DiBiase on seeing Virgil have to face Diesel
"That's what I call a bad bunch of guys to make your debut with" - on Sparky Pluggs entrance - 25 minutes later when Sparky gets eliminated DiBiase admits he was wrong.
1995 - "It's Dr Tom. I like him."
"Is he going to win the Rumble?"
"I dont like him that much!"
Also just listen to how badly Vince wants the crowd to love Mantaur. He loves that gimmick so much.
1996 - "He's on rubber leg street!"
"Who's next?" "Umm..." (music plays)"...Hog man" (Henry Godwinn show up) "Man, I'm good..."
"Vader's just in complete control, McMahon..." - Perfect spends the entire match putting over everyone, from Doug Gilbert to this young guy...
"Give credit to Bob Holly to lasting so long..."
"Yeah? Well give credit to The Ring Master for eliminating him!"
1997 - The obvious: "It takes a King..." "...to know a King. I told you!" One of the legit greatest Rumble moments ever.
"This could be a dream come true - Mankind, Vader, Big Daddy Cool Diesel, Terry Funk, all in there with the Hitman!"
1998 - "You get eliminated by going over the top rope and both your feet touching the floor."
"Or to have one of your major limbs hacked off with a chainsaw!"
(JR chuckles) "I believe that was an ammendment made last Wednesday..."
...
King - My cousin. I mean the Honky Tonk Man...
(later)
JR - And there goes cousin Honky Tonk Man
King - He was your cousin???
1999 - "Mr McMahon, I take it you don't want any part of Ken Shamrock then?"
"Ken Shamrock? You think I'm nuts?"
.. "I just want to take a hundred thousand dollars from Shane McMahons trust fund and give it to anyone who can eliminate Austin!"
2000 - "We're gonna dance a little..."
2001 - "Kane is cleaning house..." "Good, that house could stand a little cleaning!"
"We saw 7 men try to knock Kane down earlier, Albert did it with one boot!" (JR so wanted Albert to be a thing...)
And of course - "Austin! Rock! They've locked eyes!"
2002 - King - Godfather! Ladies! You know he might offer you a discount...
JR - Well he did offer me a coupon...
King - COUPONS!!!
JR under his breath - Oh that was an error...
2003 - "90 seconds of what the hell did he just say?"
2004 - "We now return to the wrestling portion of the Royal Rumble..."
2005 - "So you're telling me this guy belongs in the Rumble, JR?"
"Hey I didnt do it, dont get mad at me!"
"I'm mad at everyone!"
2006 - "TATANKA?
?"
2007 - "The Undertaker has never won a Royal Rumble before!" - Cole telegraphs the match result on Takers entrance.
2008 - The obvious: "I guess there is stopping Shelton Benjamin now!"
2009 - "Crazy people don't know why they do things..." - Sleep tight everyone, Cuddly Uncle JR says...
2010 - "The poison fist of the pacific rim..." or is it fish? Bloody Striker.
2011 - Sod Striker.
"You'll see Alex Riley is being really smart right now.... where is he?" - Miz twigging Rileys f***ed up.
2012 - "New person coming out now and I think I know who it is! YES!" - Michael Cole more excited over his comedy spot than Zeke was with his 5 mins!
2013 - "And you know, (insert rumble fact here) as 1988 rumble participent X said - (quote)" - said by Cole 5 or 6 times...
2014 - "Which one is it?" asks Cole as the screen clearly says El Torito...
2015 - "Well the fans really wanted Daniel Bry..." King trails as he clearly gets a Vince bollocking in his ear.
2016 - "Former IWGP Champion, same as Brock Lesnar" - The best by far of JBL's Wiki reference moments. Who is this new guy? He won a belt Brock held. Nuff said.
2017 - "How do you take out a monster among men? You do it with a Lone Wolf!" - No one has pushed Corbin harder than Corey Graves that night.
2018 - "That's not how Sheamus wanted to celebrate his birthday!" "His birthday is on Rusev Day?"
2019 - "What a surprise. Dolph Ziggler." (Paraphrased and no, its not)
2020 - "Usually when 4th shows up the ring is a bit crowded" - no, its not!
womens
2018 - "Game over!"
2019 - Not even the commentary - "I'm waiting for my friend Peyton!"
2020 - Whoever makes the squeal of horror when Shayna legit murders Zelina Vega.