He'd clear out the division. Might have trouble with Vitali, but his inside ability will see him through.
Part of the problem I find in evaluating Bowe is that in reality his peak was so short - given the lack of discipline outside of the rind in terms of diet etc it's hard to really work out where the decline really started. After Holyfield 1 he had two blast-outs (Dokes & Ferguson) before losing rematch - Holyfield 2. He then came back to beat Mathis Jnr, Donald, Hide & Gonzalez before winning Holyfield 3 and running into Golota. Based on Holyfield 1 I give him a real chance v either K's and he is too much for Valuev/Chagaev.
I have had the pleasure of watching Bowe's career DVD over the past week and a half, and he certainly had the tools and the size to dominate in today's Heavyweight climate. He had a great jab when he used it, his overhand right had a lot of power, although it was rarely a concussive shot. The shot was delivered with notably more power and coviction during the 1992 Evander Holyfield fight in contrast to when he fought Andrew Golota the first time. Let's clarify, those were two completely different fighters. The 1992 version of Bowe was a great inside fighter, who possessed arguably one of the best uppercuts of the last 20 years. He showed against Holyfield and Cooper that when he wanted too, back during his physical prime, he could put punches together really well also. For a man of 6'5, with a great reach and a useful overhand right, his in fighting skills is what stood out about Riddick Bowe. The Klitschko's would pose problems, but I feel Riddick has more heart than the two put together, and this was demonstrated in his fight with Golota. Skillwise and sizewise, he is their match, and if it was to come down to heart and determination, I would favor Big Daddy. Fabulous fighter in his day.
A peak Bowe would have done well in any era,he would almost certainly take care of the current crop of heavyweights.Only Vittali would pose him any real threat in my opinion.
the first time in his whole career bowe met a similar big heavyweight with talent to himself was andrew golota and but for golota self imploding, golota was the better fighter both times. the holyfield triology was very good, but jose luis gonzales/ferguson/dokes/the south african punching bag whose name i forget were not up to much if anything when bowe fought them, and bowe never proved that he was a force over any period of time at the top of the heavies. rock newman kept bowe away from the big punching heavies and then bowe struggled against golota and that was the end of his career. bowe was a big /talented fighter but had no real commitment tostay in shape and in the end it caught up with him.
Bowe's prime only seemed to exist when he was fighting Evander Holyfield. In today's division he would probably be just another fat lazy bum like the rest. Do you really think Bowe would train hard if he was fighting against guys like Chambers or Peter? Bowe would be able to beat these guys because he 's better skilled, but he won't stand out that much because he's obviously lazy. I think Bowe would lose to both Klitschkos. Bowe was not a hard man to hit, and they hit hard.
Prime and motivated Bowe was as good of a heavyweight as anyone H2H, but he was almost never actually motivated, so the point is moot. He wouldn't clear out this division simply because he would take a lesser fight or two not seriously enough and get badly upset.