1. Agree that the talent tax is lame. Reduces the ability for interesting builds. No other class has a mandatory talent like that. I kind of get it's purpose, since it's a powerful bonus, but overall it's annoying.
2. A blackjack, backstabbing weapon would be nice. Maybe even just something like blunt daggers, I dunno.
3. The way I see it, sneaking in combat is often more of a defensive/repositioning tool. Get a bunch of aggro on your rogue, then hide behind something (including smoke) and sneak, then come back when the enemies have turned their back. Guerilla is a bonus for the first attack/repositioning attacks, not something to be used on every attack. Sure, Guerilla is arguably more of a bonus on a two-hander, but you don't get the guaranteed backstab crit from a two-hander.
4. You have to be smart about when you use cloak and dagger. The smoke can just as well block enemies, too, if you use it at the right time. I dunno if it should be more AP/higher CD than tactical retreat, but it does have the advantage of being usable while sneaking/invisible, and the smoke is a bonus if used right.
I actually find rogue to be playing much better than D:OS1. Much fewer skeletons right at the beginning helps a lot, too. The Pawn talent is really nice on rogues and helps a lot with repositioning for backstabs without wasting AP.