Red Nemesis
The Blind Critic
If Kenobi squares off with Maul (which is very likely as the other two are far above his level) then it is unlikely that Maul will be killed quickly. Kenobi's style capitalizes on others' mistakes. Maul, a 'high level master' of many forms, and a practitioner of Juyo skilled enough to give Sidious pause (even if only for a moment) is unlikely to make such a mistake quickly.
Yoda and Sidious is questionable, but I'd be very comfortable with Yoda losing this. His style is noted to be hampered in such conditions? (Which is dumb- wouldn't having extra surfaces for him to jump off of help? Esp. Since he's so small? whatev)
Mace vs. Dooku is not easy to call. I'm really tempted to default to Mace (just 'cuz) but Dooku is noted to be an equal time and time again. I don't see shatterpoint picking up a technique related weakness (considering how good Dooku is and how long he's had to master his style) so that puts it a bit outside the realm of a tactical advantage. Will Vaapad help?
This is also questionable. Dooku knew of it, especially since he tooled [whoever the Vaapad user that went Dark Side] quite easily. The technical aspect will therefore not be too unknown. Will the 'loop come into play? Dooku uses the Force to buff himself, so it is possible. The way he uses it is a lot different though. The Ep. III book implies that it is an aloof and contemptuous link with which he powers himself. Not vindictive or particularly emotional. This might make it difficult to get "traction" to reflect back at him.
I am very tempted to call the two equal.
I'm siding with team two.