In my current campaign , set about 5-7 BBY, the PC's are fighter pilots aligned with a largeish rebel group (they have a small fleet that, if combined, might be able to take on a single star destroyer and win). During their last missions, one of their NPC wingmen, Rodwin Curovao, heroically sacrificed himself to destroy an asteroid that had been directed to impact a civilian city.
The PCs knew him as pretty stiff, by the book kind of guy, and perhaps a little arrogant. They know he was a noble from fancy family or other on Brentaal IV, but not much of the details. One of these details is that he was a Scion of the Curovao family owners of Curovao ImpEx, who are huge handlers and dealers of military equipment. Now the Curovao family's hands are far from clean, and they've made several fortunes from working with the empire. While Rodwin himself had taken up the rebel cause, he didn't have an illusions about managing to convince his parents or grandparents to join the cause. Instead he signed as mere pilot with the idea that if he died in combat against the empire, that would push his family in the right direction. The PCs commanders have pretty much figured the same thing (they were possibly on board with the plan all along, or Rodwin informed them via posthumous letter) and are going to make a push to win the Curovao family and their resources over.
As one of the PCs plays a something of a face character (Hotshot/Propagandist/Squadron Leader), who was in the battle where Rodwin died, it makes sense to send them to the Curovao family to formally extend their condolences, return his personal effects (including newly awarded medals for valor) and in general make a charm offensive. Initial contact with Curovao has been made, so the PC will travel to Brentaal on a formal (but secret!) invitation. The rebel leadership of course realizes that this could be a trap, given the family's imperial leanings, but given the possible rewards, the PCs are considered acceptable casualties if things go wrong.
So, basically, the PCs will discreetly travel to Brentaal IV, where they will have to put on their fanciest dress uniforms to try make the best possible impression on Rodwins family, his grandmother, the matriarch, in particular. If all goes well, the rebels will have gained a powerful supplier, and the PCs will get a chance to get some new snazzy ships. If things go bad, they'll probably be handed over to the empire.
I've considered a sideplot as well, where the snazzy new gear the PCs are about to get is stolen by a somewhat friendly smuggler the PCs have befriended earlier. The smuggler is planning to sell the stuff to the rebels (at a discount even!) so she's nominally on the same side as the PCs. However, stealing from the hand about to feed them could be seen as impolite by those stodgy nobles, so the PCs might want to stop her anyway. Also, if they're about to get the stuff for free anyway, paying a smuggler for it is a step down. However, for the smuggler, just letting the rebels have it means that there won't be any payday for her. Of course, if they don't win over the nobles, the might want to steal the stuff anyway, assuming they're still alive.
But...
Here's the rub. I've got a good outline, and a quite a few details, but I'm lacking the core of this arc. Right now it's pretty much "Walk in, try to convince grandma. Pass/fail." and that is just too... bland.
I need some ideas for intrigue involving family members, imperial agents or other nobles houses, but currently I'm drawing a complete blank beyond "some family members are diehard empire and some aren't."
Dear forum, hit me with your best shots!