Riff knew better than to ask 'why' Requiem couldn't afford to get caught. There were obvious reasons, of course, that even Riff kept in mind but Requiem himself didn't seem to be his concern if he got caught. No, he probably had something else keeping him grounded besides his crusade, otherwise all he would have to do is avoid capture or escape jail and continue on his hypocritical way.
Like maybe that 'something that was absolutely irreplaceable' Requiem had mentioned before. That wasn't knowledge that Requiem was going to give up but like many things about him, Riff was going to find out. And that would most likely be the most important thing he would need.
"Smart contractor logic. Consider it done. As long as we 'trust' each other from a business point of view then that's all that should be needed between us."