Guest Stars Joey Bada$$ as Leon Jeremy Holm as Donald "Mr. Sutherland" Hoffman Michel Gill as Gideon Goddard Brian Stokes Mitchell as Scott Knowles Sakina Jaffrey as Antara Nayar Craig Robinson as Ray Heyworth Chris Conroy as Derek Co Starring Deshane Granger as Inconspicuous Man Anne Tolpegin as Inconspicuous Woman Annika Pergament as Annika Pergament Bernadette Quigley as Chaplain Rasik Ohal as Ahmed J. Alphonse Nicholson as Andre Nancy Grace as Nancy Grace Kaitlin Large as Ruth James Lloyd Reynolds as Jack Lew Suzan Perry as Mary Jo White Edward Gabree as Bike Messenger Chris Kipiniak as Brock Alice Schaerer as Janet Yellen Christopher Stadulis as Security Detail #1 Barthelemy Atsin as Basketball Player #1 Gregg Housh as Customer #1