The redshirts who got beamed down without a planet being there. Dismissable due to alien mind control influence.
Journey to Babel. Tellarite Ambassador Gav is murdered by an Orion spy. Naturally, Gav's family might have something to say about that, not to mention the Tellarite government due to lack of proper security with high profile passengers aboard. In this case, the suit wouldn't be against Kirk necessarily, but against the Federation or Starfleet itself, plus a messy diplomatic situation.
At this point, what difference does it make if it was because of a Starfleet plot or was it because of a Vulcan out for a walk one night decided he’d go kill a Tellarite?
Hey Worf was an active member of Starfleet who killed the Klingon Chancellor - an all he got from Picard was basically a tut-tut, don't do it again...
This is a concept that got kind of lost after the production got more and more rushed. One would have to assume that this would happen more in the non-operational areas of the ship. Although at the end of Data's Day, they show Data taking the con for the night watch (makes sense to have your android Lt Cmdr do that!), and the ambient light on the bridge dimming all so slighty.
"Have you or a loved one been injured or killed on a starfleet mission? Have you been suffering from ill effects of alien ailments? If so you may be entitled to compensation. Open Hailing frequencies to the law offices of Sam Cogly, attorneys at law. Millions of credits have been already awarded to victims of starfleet and federation negligence. You may have a claim in a settlement. If you or a loved one believe that they qualify, enter subspace frequency 98.8. Thats subspace frequency 98.8 . Hail now. "
Damages for the guys on the planet in "The Enemy Within" "No one thought to beam down a ****ing tent??"
I always got the impression that Kirk didn't try to hard to talk Commodore Decker out of that suicide mission. He spouted a few cliches half heartedly and just let Decker kill himself. Clearly, Decker was not of his right mind after having lost his crew. There's no way he should've been cleared to leave sickbay.
How much does the Horta get compensated for all of the hundreds of her children that were killed? And I don't think she'd be able to take a check.