Here is why I think Chad Dawson would be the most dangerous and perhaps best fighter at the point of their career Cazlaghe would have faced them.
I love Roy JOnes Jr and Bernard Hopkins, but they don't fight the way they used to.
Bernard is incredibly smart, he is nearly impossible to hit cleanly and even harder to hurt, he counters exceptionally well. Roy Jones still has good handspeed, hard to hit cleanly, but doesn't get off.
Chad Dawson is the fastest man this side of Andre Berto. He throws combinations that remind me of younger Roy Jones Jr both with his speed and inventiveness, he doesn't just shoe shine or throw a million hooks, he'll mixes it up better than I've seen in a few years. He goes to the body really well, which nobody has really done on Calzaghe, and unlike Hopkins(this version), Roy Jones(any version), and Mikkel Kesser, Chad loves to go to war, watch him against Glen Johnson he will stand right in there, which is something that has always done fighters good against Calzaghe.
The biggest things that Chad Dawson has that I think present Calzaghe with more problems then anyone else could bring is that
1) His right uppercut is his key punch, and Calzaghe has always been wide open for it. Nobody has had this type of uppercut and the speed to land it like Dawson does.
2) His speed... and power, Roy could only throw one punch at a time in most cases, and it was largely without any snap on the end of his punches, he wasn't following through at all. Dawson still has that snap, and he throws combinations. He might not have that one punch knockout power, but Roy Jones and Bernard couldn't punch their way out of a geriatric clinic these days, and they both dropped and hurt Calzaghe in their respective fights.
3) Size: Chad Dawson is 6'3 with long arms. He loves the throw that jab which as a southpaw I don't think Calzaghe has delt with in his career.
All in all I think this is pretty much as close to a toss as Calzaghe could have. I think this fight would be much tougher for Calzaghe than Hopkins because it would be more than just technically tough it would be physically tough as well.
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