Sonny Liston vs The Following fighters.

Mike Tyson
Larry Holmes
George Foreman
Joe Frazier
Jack Dempsey
Max Bear
Sonny Liston vs Mike Tyson: Liston was similar to Foreman is many ways, big built, intimidating, good chin and heck of a lot of punching power; not to mention he'd have better hand speed, footwork, defense and a superior jab - all of which would trouble Tyson. Tyson couldn't deal with jabs like when fighting Douglas and Lewis. When fighting Liston he'd be fighting a man he would be able to knockout, just like Cleveland Williams couldn't, so he'd be in for a long fight - something Tyson isn't used to. I see Liston using that jab early, Tyson swarms, a few scary moments for Sonny but he hangs on, fights smart and KO's Tyson late.
KO10 Sonny Liston

Sonny Liston vs Larry Holmes: War of the jabs! As strong as Sonny's jab was Holmes' was faster more accurate and he followed it up better. Sonny would have to apply more pressure than he was used to. Now Larry Holmes is an underrated fighter but an overrated boxer, he never had great footwork he was never graceful and though he had a decent chin it was never like Ali's. So you can't compare Ali-Liston to Homles-Liston, being as well that Sonny was far past his prime by the Ali fights. I think Holmes outboxes Sonny early, Liston ups the pressure and the mid-round are very competitive and all fought behind the jab, in the final few rounds it's like Holmes-Norton, both men brawling to the finish, a bad move for Holmes who isn't a tough or as strong as Liston.
SD15 Liston

Sonny Liston vs George Foreman: (1970's) Foreman had little stamina a lot of punching power and his chin hadn't "set" as well as it had in his comeback days. Sonny was a smaller Foreman with better boxing skill, patience and technique. Foreman COULD blast Sonny out in the first few rounds but I doubt it, Liston is far too clever. I see a KD or two for Foreman who swarms all over Liston for the first 6 or 7 rounds, Liston knows he can't win a decision because he's been fighting on the backfoot and been down a few times. As Foreman starts to tire the one-sided fight turns into a Lyle-Foreman slugfest; Sonny has saved his stamina for this moment and Foreman is tired. In the 14th, uncharted territory for Foreman Sonny lands a wicked counter left hook from one of George's wild right hand hayemakers; the punching power, accuracy and fatigue all rolled into one keeps Foreman down for the count.
KO14 Liston

Sonny Liston vs Joe Frazier: Easy one, Liston kills him. As Sonny once said when asked about fighting Joe: "It'd be like shooting fish in a barrel." Basically meaning he would have to look or hunt for Joe, Joe would be standing in front of him waiting to take those big punches. Sonny had a great jab which could keep Joe at bay for some time, whenever Joe did move inside it's Floyd Patterson time and Liston opens up with double handed combinations to the body or head. It's a stylistic mismatch.
KO7 Liston (not as quick as Foreman because Sonny is more laid-back)

Sonny Liston vs Jack Dempsey: Same thing that happened to Frazier happens to Dempsey only not as easily. Dempsey was quicker than Frazier and could also give a good go at boxing, he had a decent 1-2 and fast feet for a swarmer. I think Dempsey gets a good taste of Liston's punching power early and he's down or hurt before round 3, Jack's smart enough (no disrespect to Frazier) to know he can't win brawling, so he circles the ring boxing as he sometimes did and brawling quickly in and out when he has the chance. But Sonny's size, reach and strength and his ability to fight inside or out to a class-A standard just completely overshadows Dempsey.
UD15 Sonny Liston

Sonny Liston vs Max Baer: Baer, IMO was a big punching bag with a decent right hand. Granted he could punch like hell but he was terribly slow on his feet, he didn't have a defense and his chin was just about strong enough for someone to practice their combos on. If he stood still, as he usually did, looking to land that right-hook he'd be in for a short night. Sonny was an underrated defensive fighter (watch the Williams fights) and that wild, overhand right from Baer would never come close. Liston would hammer Baer with his jab, seeing as Max rarely even used a jab, and hit him with a straight right or left hook counter to that right hook and close the show early.
KO5 Liston

 

Yes glass jawed Liston Down twice in his whole career, and one of them was a dive. Can you please give us a rundown on how Max Baer beats The big bear?

 

I've seen Sonny's fight against Bert Whitehurst from 1958 and Sonny seemed to have endless energy. He was constantly throwing punches, as many as Marciano would.