Now this is a great matchup. I actually went back and watched quite a few holmes fights. As much as I love Lennox I think holmes would edge him out. Better jab, speed, and chin. Dude was so fast and light on his feet for a heavyweight.
But this is really a 50-50 fight cause lennox also has a great jab and was the bigger man with more power. I just think it would be a great chess match in the early going with both guys trying to outjab eachother. But as time went on I think holmes superior hand and foot speed would win out. And he would eventually catch Lennox late. I'm a huge Lennox fan but I can't forget that he got slumped two times by subpar fighters. People can say he underestimated them but it doesn't change the fact that his chin was suspect where holmes chin was granite. I'm taking Holmes by late KO or close decision