All matches are 12 rounds. All opponents are in their primes. Match 1: 1967 Muhammad Ali vs Roy Williams Match 2: 1967 Muhammad Ali vs Jeff Sims Match 3: 1967 Muhammad Ali vs Eddie Brooks
Ali probably decisions Williams cleanly, I wouldn't say that Roy would get stopped as he was pretty damn durable... Took Shavers 10 to just barely get the job done. Out of the three fighters here, he fares the best against The Greatest. I'd take Sims to get stopped around the middle rounds, maybe 6 or 7. He didn't have a terrible chin, but he did get stopped against just about anybody with a punch. Extremely wide points for Ali ahead of the knockout, Jeff loses every round on every scorecard. Brooks gets stopped very early. If he makes it to the third, I'd be damn well surprised. Definitely the least impressive guy out of the bunch- Got knocked out in 1 against a 1970 version of Cleveland Williams.
Quite a few fighters hurt Ali in sparring but I would take it with a grain of salt since Ali didn't try much in sparring.