I'd infiltrate the Feds from within, like Temis. Though I think undermining their tech is the way to go. They rely a lot on replicators and computer control, and seem to have lax security. If you could hijack Starfleet's transporters and replicators (with an artificial intelligence or a hidden command or virus or something) you could do some serious damage to Starfleet.
While Starfleet is presumably disabled from being beamed into walls, poisoned via replicator or outright mentally reporgrammed mid-transport, I'd wipe out the majority of the fleet and proceed to take out key industrial targets. At this point, I'd have a planet-killer type weapon like a Genesis Device or trilithium bomb or something ready for holding the core worlds ransom. I'd demand that the Federation permanently disband its military and surrender large amounts of its space to whatever power I represent (if I'm working on the behalf of no gov't... it goes to whoever would jump on it.) The Federation is forced to sign a treaty stating that they will not develop a military force of any kind and that they will disband Starfleet.
I would not have a personal show-down with Kirk/Picard/whomever (who no doubt would have heroically figured out the transporter and replicator sabotage in time to save themselves), but rather send a fair amount of my forces against him. Facing the good guys down personally is what gets Trek bad guys killed.
Even if the plan doesn't go all the way, each step of the plan would cause new levels of chaos and destruction, and I would feel complete as a bad guy (assuming I'm just a batshit dude who wants to see shit blow up, and not more deeply motivated).
While Starfleet is presumably disabled from being beamed into walls, poisoned via replicator or outright mentally reporgrammed mid-transport, I'd wipe out the majority of the fleet and proceed to take out key industrial targets. At this point, I'd have a planet-killer type weapon like a Genesis Device or trilithium bomb or something ready for holding the core worlds ransom. I'd demand that the Federation permanently disband its military and surrender large amounts of its space to whatever power I represent (if I'm working on the behalf of no gov't... it goes to whoever would jump on it.) The Federation is forced to sign a treaty stating that they will not develop a military force of any kind and that they will disband Starfleet.
I would not have a personal show-down with Kirk/Picard/whomever (who no doubt would have heroically figured out the transporter and replicator sabotage in time to save themselves), but rather send a fair amount of my forces against him. Facing the good guys down personally is what gets Trek bad guys killed.
Even if the plan doesn't go all the way, each step of the plan would cause new levels of chaos and destruction, and I would feel complete as a bad guy (assuming I'm just a batshit dude who wants to see shit blow up, and not more deeply motivated).