Galen's initial look of shock when Juno gives him a Now or Never Kiss. He really is quite clueless about that stuff.
The scene in the novel when Galen uses the Jedi Mind Trick to find out where the captured Rebel Leaders are in the Death Star. Cue him talking to Juno about it while the guard comes to his senses, realizing he's been tricked.
This is somewhat of a meta example, but on the first level of the game, you play as Darth Vader. If you kill 12 Stormtroopers (who you are leading in the assault), you get the following achievement; "Worst Day-Shift Manager Ever". It's also a Chad Vader reference, as Matt Sloan is the voice of Darth Vader.
In The Ultimate Sith Edition, Lord Starkiller Force-choking Captain Keenah.
Captain Keenah: Um, My Lord. Scanners are indicating that the ice caverns through which you travel may be... A bit unstable. It seems that the vibrations of our walkers may be... partly to blame. It is possible that I... overlooked this when planning your infiltration route.
When Starkiller is guiding The Salvation to Colony Drop Kamino, as the ship starts burning up:
Starkiller: I have a bad feeling about this!
When Starkiller makes it to the Arena and has a little chat with Kota, the Baron orders the Gorog released. The gate opens, Starkiller drops into a combat stance and out comes a Rancor. Starkiller immediately relaxes, even smiles a little "What, this is your impressive monster?" smile. And then the Rancor gets flattened by a massive hand and things get serious.
You can get the achievement "Valet" by smashing Vader's personal TIE fighter into an AT-MP on Cato Neimoidia.
During the initial attack on Kamino:
Kota: (to Starkiller) I want you on the primary forward turbolaser. Whoever's firing down there couldn't hit a planet from low orbit.