Though time and punishment may have deteriorated Chuck's striking and chin his TDD is pretty much unchanged. If Tito can't take Chuck down he won't win.
Couture - Hasn't regressed as much as Liddell but isn't the same Randy. If Nogeira and Vera could rock him and avoid the takedown, Chuck could still do it.
Coleman- Similar to Randy.
Franklin- Rich is smart and would outpoint him for a decision.
Thiago - Young and ruthless. Chuck could counter him for a KO, but I see this fight as a career terminator.
Griffin - Toss up, but I give the edge to Forrest. If he fights smart he could mix up strikes and maybe score some takedowns. A good challenge for both.
Kimbo- He's still a brawler, Chuck by decision or knockout. Would be a good fight to sell though.
Bonnar- Still not on Chuck's level.
Krystoff - Chuck by KO
Jones - Bones by career KO
There are still some interesting fights for Liddell, and some middle/low tier fighters he could still beat. I would avoid putting him against the up and coming guys for his sake.