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It really depends on how you measure success in the wrestling world.
Orton has achieved a lot of accolades in his career, but he's also a "WWE made" guy, and it's arguable that he got some of these accolades because of his third generation status more so than his actual skill. CM Punk's success story is much greater than Orton's. Here's a guy who came up from nothing - who had to work the indies for years and earn his respect there before breaking into the WWE and spending over a year losing again and again and again but never losing his steam or his momentum or the power of his character on TV, before finally breaking through the glass ceiling last summer. Orton had everything given to him. Punk had to earn everything he has.
Randy might have a Royal Rumble victory under his name, but CM Punk is the only man to ever win Money in the Bank two years in a row. Orton also lost his WrestleMania title shot after his Rumble victory (in that terrible WM25 match against Triple H), while Punk cashed in successfully both times. He is also the only man to ever make Vince McMahon publicly apologize to him inside "this very ring", and he is also the man who got rid of Jeff Hardy for good.
If you look at who is better on the mic, there's no question. Punk reigns over Orton in this category hands down and always will. Randy's promos are all the same and they've been all the same since he came into this company. Punk can play the face or the heel and he can do both spectacularly. Very few men are as smart, witty and intense on the microphone as CM Punk. Randy is monotonous and tries to be this "venomous" character, but often its just boring.
Who's had the better matches? I think it's too early to tell, but the consistency of Punk's good matches far outweighs the consistency of Orton's good matches. Punk took Cena to the best match of his career last year. His matches against Jericho and his matches against Daniel Bryan (TV and PPV) have all been outstanding. Then you look at his matches against guys like John Morrison, The Miz, Jeff Hardy and Rey Mysterio and again, they are all very, very good. The only truly GREAT matches I can recall Orton having are against Mick Foley in 2004, his first World title match against Benoit, his recent matches against Christian, and a couple of his encounters against Undertaker. Most of his other big matches have been pretty subpar - especially his runs against Cena and Triple H. Good matches, yes, but GREAT matches? No.
Who sells more shit? Right now, Orton probably has the ups on CM Punk over the course of their careers, but that could change depending on how long Punk stays with the company and how long Orton survives in the company.
My final answer? CM Punk.
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