Just looking at your pictures I will say that the 2 cases with the red dye on them are crimped. The RP case is not crimped. The silver primer on the TW73 case makes me think that its been reloaded and the remaining cases are hard to tell but probably are crimped. I have had loose primer pockets on cases with the CJ headstamp so pay close attention to them.
Mixed range brass vs new brass? So what are your goals with this brass? One of my 223 bolt rifles will shoot 5/8-3/4 in groups with mixed range brass loaded on a Dillon 550 with Sierra Blitzkings. Carefully prepped Lapua brass will shoot 1/8th in tighter.
Crimped primer pockets can be a pain! I have not found one tool that works perfectly everytime. I've used both the Dillon and RCBS swaggers, all kinds of reamers (RCBS, Lyman, Hornady, Wilson), countersink tools, ect and have been happier with the Wilson tool. It seems to be made with better steel.