Trmp has had a 'gift' for want of a better word, of exploring the edges, boundries, and corners of not just proper behavior but legal behavior including precedent.

Well before his political career he was in money difficulties; he supposedly sued Deutsche Bank for its part in the financial crisis which made it (supposedly) impossible for him to pay back.....Deutsche Bank. This is cutting edge legal maneuvering. From the guy who cut his legal teeth at the side of Roy Cohn.

For a guy who spent years in New York real estate finagling the system, and he actually borrowed money from one part of Deutsche Bank to pay back the other loans he couldn't otherwise pay*, finagling Washington politics is more fun with lower risks.

I can see Donald telling Rudy Giuliani: "You're no Roy Cohn!"

*Chaos & Corruption- Trump's Secrets at Deutsche Bank