Guest Stars Bokeem Woodbine as Mike Milligan Cristin Milioti as Betsy Solverson Angus Sampson as Bear Gerhardt Rachel Keller as Simone Gerhardt Nick Offerman as Karl Weathers Keir O'Donnell as Ben Schmidt Ryan O'Nan as Ricky G Terry Kinney as Chief Gibson Co Starring Brad Mann as Gale Kitchen Emily Haine as Noreen Vanderslice Raven Stewart as Molly Solverson Daniel Beirne as Sonny Greer Adam Arkin as Hamish Broker Rob deLeeuw as Mickey Grout Markus Parilo as The Undertaker James Downing as Joey Seymour Jake T. Roberts as Roost Bolton Ben Wilkinson as Mr. Washington