Ryback vs. Kurrigan -- To be honest I had to google Kurrgan to remind me who he is. The pictures and the snippets of information I could find reminded me why I had to look him up in the first place. For a 7 foot giant he was completely unremarkable and forgettable. As an "oddity" he was like the other "oddities", comedy. As part of the Truth Commission he looked intimidating and scary, but really wasn't. I don't think Ryback would have much trouble cutting him down and mowing him over.
Daniel Bryan vs. Owen Hart -- Owen Hart, much like Colt Cabana is, was deceptively good because he appeared to not be taking his matches as seriously as his opponents. Owen, like Cabana, liked to clown around a bit and have fun in the ring. But when it was time to get serious Owen, like Cabana is, was as good as anybody in the ring. Daniel Bryan couldn't out-wrestle Owen on the mat, Owen was as good as Bryan is. Bryan is not quicker than Owen, both can be speed demons. Bryan has Owen in the submissions department, but Owen was bigger and stronger, and had a better and more varied aerial attack. Bryan does have those wicked kicks but Owen was toughened up by those years he spent in the Hart Dungeon. This would be a classic match-up between two very evenly-matched opponents. I think Owen would win via his multi-faceted aerial attack. Bryan generally wins because he's just a better wrestler than his opponents. Not the case with Owen Hart. Owen was bigger, stronger, and had a better aerial offense. Owen wins.
CM Punk vs. The Patriot -- The Patriot was a big strong quick wrestler. He was good but he tended to get a bit sloppy. With lesser opponents that wasn't much of a problem; he could just bull his way through any mistakes he might make, and over-power his opponents. Punk is somebody you can't get sloppy with and make mistakes. Punk is too smart to allow the bigger guys to get hold of him and muscle him around. Punk is quicker, the better striker, and the better wrestler. The Patriot would give him a good match, but Punk is simply all-around better in the ring. Punk wins via the GTS.
Christian vs. Ahmend Johnson -- Johnson was a mountain of muscle who could crush opponents if he could grab them. Christian is a smart wrestler who can exploit his opponent's weaknesses. In Johnson's case his size made him slow. Christian can run rings around him. Christian is also good with his fists and other striking moves such as dropkicks. Christian would run the big guy out of gas, weaken him with spears, frog splashes, DDTs, whatever it took, then hit him with the Kill Switch. Christian wins.
John Cena vs. Shawn Michaels -- HBK in '97? Shawn Michaels, early 30's, before the back injury, in his prime, probably the best in-ring performer in the business at the time, certainly one of the best high-flyers, and "quicker than a hiccup". And Cena, tough as hell, strong as an ox, and a "will to win" equal to Shawn's. Day-um! Helluva match-up! This one is the hardest to call. As good as Shawn is now (or was, before his retirement) the mid 90's HBK was amazing. There wasn't much Shawn couldn't do in those days. This one hinges on Shawn's speed. He can't go toe-to-toe with the much larger Cena, so Shawn would do what Shawn does best, "hit and git". Cena would most likely control most of the match with his strength and mauling, then Shawn would make one of his "miracle comebacks" and get on a roll, hitting Cena from seemingly every direction at the same time, flying all over the ring, until he could nail Cena with his flying forearm smash. As Cena struggles back to his feet, Sweet Chin Music. Shawn wins.
Brodus Clay vs. Vader -- Brodus hasn't really been tested yet. Vader would test him severely. Vader made a living fighting guys like Stan Hansen and Terry Gordy, Jumbo Tsuruta and Riki Choshu, and being WCW World Champ several times, destroying everybody they put in the ring with him. Brodus is a huge guy, but Vader was a monster. Vader wins this one pretty easily.
Brock Lesnar (now) vs. The Undertaker (97) -- Lesnar would turn this into an MMA-style fight. Taker is good with that. In '97 Taker was injury-free (as far as I know), unbelievably quick and agile for a giant, and bigger and stronger than he is now. Lesnar would try to out-muscle Taker and get him on the mat to maul him. As we've seen over the years, that doesn't work with Taker. You take him down he ties you into knots and puts you into some godawful submission hold. Lesnar has shown (both in MMA and in the WWE) chinks in his armor; he's a badass yes indeed, but he's not the invincible monster he wants everybody to believe he is. Lesnar's good. Taker's better. Might take two or three Tombstones but Taker wins this one.
BQ: Hard to decide between Cena/HBK and Owen/Bryan. If push comes to shove I think I'd choose Owen vs Bryan because of the unlimited talent both have/had. In a lot of ways Owen and Bryan are so evenly-matched and equally-talented it would be like seeing one or the other wrestle himself.