J.B. Smoove (Curb Your Enthusiasm, Spider-man: Far from Home, May I Elaborate?) is an actor, comedian, and writer. J.B. sits down with the Armchair Expert to discuss his attraction to the era when men wore nice suits and shoes, how he custom-built his closet, and thrifting to find unique clothing. J.B. talks about his time starring on Curb Your Enthusiasm, his approach to working with Larry David, and how he feels like he can say things as Leon that J.B. would never say. J.B. talks about taking a job as a Saturday Night Live writer, his admiration for Jerry Seinfeld, and how you should look a man straight in the eyebrows when you meet him.