Guest Stars Craig Cackowski as Various Characters Bennie Arthur as Various Characters Lauren Lapkus as Herself (Narrator) Craig Anstett as Himself (Narrator) Rich Fulcher as Himself (Narrator) Dan Cooley as Don Mattingly Jake Johnson as Boris Spassky Taran Killam as Bobby Fischer Zach Gilford as Roger Sharpe Topher Grace as Milton Bradley Jeremy Konner as Henry Kissinger Ellie Culp as Grace Michael Carnegie as Vasily Smyslov Ryan Philbin as Tyler Rose
