Raylan knew better than to push, knew that he had to give Tim the room to find his words, even if those words were 'Fuck you, that's how it went.' He let his own few seconds of silence linger while he picked up Tim's off hand with his own and pressed a kiss into his palm.

"What was the question?" Context before opinion. Doing otherwise always got him into trouble. There was no way that Raylan himself was going to fix anything, but he could listen. Try to help, in whatever way that was. He was running out of options.