I play the Android version off and on again.
My latest run was similar to 50 Blessings, with Jacket and Hooker being the heads. We'd go around spreading propaganda, converting the AM radio station and police station into a liberal paradise. And what we lacked in fame, we made up in fear. Everyone was fucking scared of us, but I never made the dumb mistake of taking a hostage. We weren't violent, its just that our vandalism and lab raids (as well as our Liberally acquired guns) made people really fucking scared.
Well that changed when we were raiding the jail to save our Hippie T-Shirt maker, it was Jacket, Hooker, two immigrant workers that barely spoke English, and Marty a bi barista that was dating both Jacket and Hooker. It was going well at first, but our shoddily made disguises gave us away on the escape. We got locked in a huge firefight, with Jacket (stupidly high gun skill) taking out the most of the cops on the way out. It wasn't until they started sending in SWAT units that things really went to hell. The two immigrants went out first, taking some stray bullets to the face and bleeding out while shouting our slogan. Hooker was barely hanging on by a thread, and bleeding out heavily. While Marty and Jacket has a few scratches. Well during the flee attempt, Jacket took a shotgun pellet to the knee blowing it apart, Marty took a gut shot, and Hooker got headshotted as the game put it, "She cries out, "WE ARE 50 BLESSINGS!" She begins to call out for mother before bleeding out"
Enraged at the loss of one of my leaders in such an undignified manner, I decided to turn into a full terrorist cell. I brought my contacts from their positions in the police force, my legion of "brownie" hippies, and garment factory workers. Armed them with all I could, while Jacket was hospitalized. The run turned from fear-mongering, to waging a full on war with the Republicans. I hit the court house regularly, I recruited hoods on a constant basis, and executed anyone that would be seen as weak to the cause. Everyone was loyal until the very end.
And once Jacket got out that's when things went to shit. No matter where I stuck him, heat would rise in that location dramatically, and what made matters worse is that the Conservative Crime Squad got formed around the time of Jacket's release. Knowing it was the end, I decided to end it with a bang.
I sent all my recruits and other members to the other base, as I left Jacket alone for the ensuing raid. He managed to clear out the apartment until he got to the front door. It was like the ending to Red Dead Redemption, he kicked open the front doors only to be met with Tanks and APCs. Alas Jacket's AK-47 couldn't do any damage, so with one last battle cry before his death he fired blindly at the vehicles before being turned into quivering chunks of vigilante bacon.
With no other leaders strong enough 50 Blessings faded apart with Jacket's death, with its members most likely being jailed for life, or being executed on the spot for treason.