I'm not sure who would win. I'd lean a bit toward Jennings because he has very good boxing skills, even though he's not really much bigger than Cunningham.
I would love to see this fight and would want Bryant Jennings to win by KO lol Fury is going to be funny as hell again i assume is his next fight so I would def tune in to see it.
I'm not sure he would do substantially better than Cunningham. In fact, he may not do as well. Cunningham has much greater experience and was fighting the right type of fight. He made the mistake of not protecting himself on the inside, but everything is easy in hindsight.
Jennings has the same reach as Cunningham, is an inch shorter, has a little more power, and has a little less speed. I don't think things would be markedly different. That's not to say in wouldn't be an interesting fight.
I say let Fury fight Pulev, and then feed the winner to Wladimir.
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