He clerked for the "who's who" of legal minds and is a constitutional law expert. It's possible. An anon last night theorized the second prosecutor to be the US Attorney for the Middle District of Tennessee. Tons of prosecution experience as well as a former Army SF and Ranger officer.
That's not a purpose built C-32. It's former American Airlines. The "23" in the model number designates it as a 757-200 built for American Airlines.