Welcome to Leverage, Michale Gladis. The Mad Men star is seen here during a scene from the 7/10/11 episode.
This is a scene from "The 15 Minutes Job." It's the third episode of season four.

Leverage Season 4 Episode 3 Quotes

Eliot: How are we supposed to take this guy down?
Nate: The same way we would destroy ME

Sophie: Legal blackmail, it's elegant.
Nate: It's wrong, that is what it is.