Drew is joined by award-winning journalist Lisa Ling for a visit to Otisville prison in New York state. Drew and Lisa meet some of the staff that keep the prison up and running and shed light on a world that touches many lives in America, as 45% of adults in this country have had an immediate family incarcerated for at least one night. "The Traitors" host Alan Cumming is joining Drew and Ross Mathews at the Drew's News desk to discuss headlines like the "Romy and Michele's High School Reunion" sequel in the works and the American alternative to the Irish exit. Then, Alan's stylist Sam Spector is joining them to give someone a special "Traitors" inspired makeover. Drew-crewer Danny Seo is telling Drew about his new book, "Do Just One Thing."