In a flashback to the eighties and nineties, BoJack and Herb are bartenders and aspiring comedians when Herb gets Horsin' Around greenlit by ABC, taking BoJack with him and giving him a telescope to signify their bond. As the two grow apart over the years, Herb is outed as gay and BoJack reluctantly lets the network fire him after being offered the chance to play Secretariat in a biopic, which never got made. In the present, BoJack takes Diane with him to prevent him from being alone with Herb, who is very passive-aggressive with BoJack despite clearly sharing kinship with him. Diane encourages BoJack to talk to Herb privately, and he apologizes for betraying him, but Herb refuses to forgive him. BoJack tries to take the telescope and the two fight, the telescope breaking in the process, and he receives the call from Princess Carolyn on the way home. As Diane assures BoJack that he did the right thing by apologizing, he kisses her and she pushes him off.