Does Michael know? I am not sure. I cannot remember any evidence for that. In Chapter 1, Saul talks about hanging out in a Prison. Angel says that he believes he could, and "I know you can". I think of this as Angel speaking to Saul. As an officer, maybe he has looked at a personel file or something. Would an LT have that for everyone in his Squad? Would a junior sargent?

I am not sure when it occurs. But, I have a memmory of Burt Laughing and saying I do not know. I think this had something to do with a Michael statement around Saul with prison. Burt, knows. An inside joke? Burt knows, but will not admit it? I cannot remember