Just having a thought about the Rumble, obviously the four guys being prepped for the main event right now are Ziggler, Barrett, Cody, and Sheamus.
I would say who needs to win it depends on what Jericho is doing. If he is NOT facing Punk at WM, then Ziggler should win it and face Punk isntead. He would benefit the most of anyone.
If Jericho IS facing Punk, I'm not sure what to do with Ziggler. He needs a high profile feud but RAW is devoid of main event faces other than Cena and Punk.
Barrett and Sheamus would both be deserving of the win. Barrett is ready for the big time, and Sheamus facing a heel Bryan at WM would make up for their match being dumped off the card last year. BOth would be great.
Cody, while he's ready for the main event, I would actually say he shouldn't win just yet, and actually should go ahead with the brother/brother feud with Goldust for WM (who really needs to get in serious shape if he's serious about this feud), and keep his IC title until past WM. After that he should lose it and move to the main event, maybe challenging (and winning) the WHC by Summerslam or so.
Of course they'll probably just have Orton win it, because he is a young up and comer who has never won the Rumble before.