PLAYBOY: Didn't you have any moral qualms about ripping off the cafeterias?
ALINSKY: Oh, sure, I suffered all the agonies of the damned-sleepless nights, desperate 'soul-searching, a tormented conscience that riddled me with guilt -- Are you kidding? I wouldn't have justified, say, conning free gin from a liquor store just so I could have a martini before dinner, but when you're hungry, anything goes -- There's a priority of rights, and the right to eat takes precedence over the right to make a profit -- And just in case you're getting any ideas, let me remind you that the statute of limitations has run out.
He eventually went into criminology, which he studfied by hanging out with Al Capone's mob. He was an insider observing them. Again, not real savory, but he felt it had value to his education:
PLAYBOY: Didn't you have any compunction about consorting with -- if not actually assisting -- murderers?
ALINSKY: None at all, since there was nothing I could do to stop them from murdering, practically all of which was done inside the family. I was a nonparticipating observer in their professional activities, although I joined their social life of food, drink and women: Boy, I sure participated in that side of things -- it was heaven. And let me tell you something, I learned a hell of a lot about the uses and abuses of power from the mob, lessons that stood me in good stead later on, when I was organizing.
While working alongside the mob can't be healthy, his later work for the state penal system appeared no better. Witnessing what was supposed to be rhabilitation and punishment was quite obviously neither, and dehumanized all involved.