Sounds good as a plan so far! Some small additions maybe (?)

-I could see Roan joining back up with them yeah, Ari could twist his arm and get him to help them ;) XD Plus side being he hates Bracknell's guts, so something along the lines of "help us and you get to kill Bracknell" will PROBABLY be enough to bribe him hahahaha 
-Would they (the Force sensitives/Masters + Ari and Bol) ALL pack up and haul themselves across to the Homeworld or would it make sense for Ari and Bol to go and take maybe...idk, two or three of the more co-operative/sensible Masters with them?
-If we do that, the rest can stay at their new 'base of operations' to welcome/introduce any new recruits pulled in by the SIS/II officers recruitment? Perhaps train them in Force resistant techniques (if that's possible with non-sensitives, I think Revan's little assassin sect when he was still Dark Lord, that Atton was a part of (I know Atton was anyway but I don't think all of them were?) to give them some protection against Bracknell/Soto's followers when/if they come up against them?
-If the group are gonna trek to the Sith Homeworld to look for stuff, Bracknell could be waiting for them there and ambush them and that might lead nicely into that 'mom talk build up' scenario I was talking about?

I also have a couple possibilities for later on near the end of "Act I" but I think that's a little TOO far ahead to be talking about just yet? XD