Not to mention that Vader and Obi-Wan are almost identical as personal combatants on top of that.
So Death Squadron and Vader's Fist? Good call. I'm also considering Obi-Wan Kenobi and the 212th Attack Battalion/Utapau invasion Force. Just need some matchups, I could put them together but I think there forces are two similar. Well, Vader's force is basically an upgraded version of Obi-Wan's in every respect. Any suggestions are welcome.
What about Darth Caedus? His flagship, the Anakin Solo would make a good matchup for the Executor. Other elements from the Galactic Alliance Navy could make up the rest of Caedus' fleet (they're MC80 cruisers, Endurance fleet carriers, and Nebula-class Star Destroyers for the most part).
Throw in Garen Malek as Vader's apprentice and Ben Skywalker as Caedus' and this could get interesting.
Caedus also has the Galactic Alliance Guard, his personal secret police and intelligence network. Darth Vader has his probe droids, his skills as a fighter pilot, etc.
For the sake of clarity, perhaps Vader should be assessed at the arguable peak of his power, sometime around the time of Empire Strikes Back.