First day of the game, my founder goes out and steals some stuff. Second day he or she sells it and buys a weapon (spray can counts!) to count as "armed" for kidnapping. Day three is seduce a janitor and kidnap him/her if wisdom isn't much higher then cha (starting out easy.)
For first day of interrogation, no food, no water no sleep, no beating, no drugs, no props
final destination!. Day two is repeat. On day three, let the conservative sleep, eat and drink but follow it up with two days without these again. Go back and forth in this fashion and it shouldn't be too hard.
Use this same method on all conservatives, kidnap, starve/thirst/sleepless two days on one day off repeat. Once you get your skill trained up, you can take on some conservatives who matter but who don't have any of the social skills (business, science, religion, gangsterism.) I.e. you can take on radio hosts but not business people or CEO's. Once your skill is high you can take on anyone without the interrogation skill themselves. In order to take on someone with high interrogation skill, i.e. agents. You need maxed out interrogation or patience.