Baby Joe was a solid contender I think his best shot for a title during his time would have been the WBA title held by Ruiz then Chagaev then Valuev.

Joe's career would have ended shortly after the Jirov fight regardless of the health issues just due to his style. He was a fun fighter to watch, he had a very solid left hook, a good quick right hand but no real jab to speak of and he was always a little softish in physique. He was a slugger who was best going forward, he was a throwback kind of guy, limited on defense and attack but he could cope.

Wlad pre-Sanders & Brewster would batter poor Joe into submission Wlad post-Sanders & Brewster would have had to survive the early rounds and he'd get a late stoppage as Joe always slowed during fights.

Joe vs Brewster would have been BRUTAL! I'm thinking a Lyle-Foreman kind of brawl. I'd figure Brewster would nick it because of his chin.

Other fights I always wanted Mesi to have
John Ruiz
Andrew Golota
Dominick Guinn
Michael Moorer
Kirk Johnson
James Toney
Fres Oquendo
Hasim Rahman
Oleg Maskaev
Jameel McCline
Calvin Brock
Ray Austin

I think Baby Joe had a very solid career but I'm glad he left boxing in a healthier manner than he almost did.