“It's when you start doing things for free, that you start to grow wings.”

“Sometimes getting upset with yourself is necessary when you face the truth.”

“Sometimes I wish I had never met you, because then I could go to sleep at night not knowing there was someone like you out there.”

“Apparently there’s this kind of songbird that thinks it dies every time the sun goes down. In the morning, when it wakes up, it’s totally shocked to still be alive—so it sings this really beautiful song.”

“It would be easy to mistake Daley's tolerance of the Outfit for simple corruption. However, the more accurate assessment appears to be that Daley understood better than most that the sooner the hoods were promoted up the social ladder, the sooner they would disappear into the landscape much the same way as the Founding Fathers who institutionalized the enslavement from the African subcontinent, or the westward explorers who orchestrated the demise of more than six million Native Americans, or the aging robber barons who defrauded untold millions of their life savings. Why, Daley must have wondered, should Chicago's greedy frontiersmen be treated any different from their predecessors? Mayor Daley seemed to know innately what Kefauver had failed to grasp, and what Professor David Bell of Columbia University had labeled 'the progress of ethnic succession': The violence associated with the process was, at least in the case of organized crime, overwhelmingly intramural, and when it spilled over, it seemed to dissipate once the gang obtained what it believed was its rightful share of the American Dream. As Daley once responded to a question about his indulgence of the Outfit, 'Well, it's there, and you know you can't get rid of it, so you have to live with it.”

“I don’t think an authentic stand comes from your head. I think an authentic stand comes from your heart. If your child is sick, right? Something happens in you to make a miracle, to make a miracle. It has nothing to do with the facts. And that’s all that’s required is your child my child your grandchild, your child’s child’s child – they’re in peril. And if you start thinking about it, you’ll sit down. But if you feel it you’ll stand up!That’s the amazing thing about this thing. It’s that it’s when you stand up you license other people to stand up. Now you standing up by yourself don’t make a dad-gum bit of difference in the rational world. You’re just one fool standing up. But if you’ve ever seen a standing ovation? It starts with one fool standing up. And then pretty soon the whole stadium is standing up. And it’s a different moment!”

“What do you do when you're drowning but the only way to be free is to hold on to the one thing in all the world you're afraid won't be able to keep both os you afloat?”