Guest Stars Billy Eichner as Craig Middlebrooks Sam Elliott as Ron Dunn Aubyn Philabaum as Dana Jeff Tweedy as Scott Tanner Bo Burnham as Chipp McCapp Scott Michael Morgan as Skipper Rod McCary as Judge Reinletgo Michael Rothhaar as Terrence Montreaux Shel Rasten as Xander Teresa Reilly as Kitty Goodbye Tyler Nunes as Kevin