In 1985, BoJack meets and befriends Herb while failing at standup. In the present, after Diane questions the origin of his relationship with Todd, BoJack decides to help Todd work on the rock opera he has always been interested in making. When Todd finds actual success and posits moving out, BoJack panics and utilizes Margo Martindale to manipulate Todd into buying an addictive video game, causing him to underperform at an investor's showcase and ruin his potential. Diane's BuzzFeed columnist ex-boyfriend pretends to work on a positive article about Mr. Peanutbutter but really uses it as an excuse to try and get back together with her, warning her that she and Mr. Peanutbutter are incompatible when she rejects him.

Guest starring: Margo Martindale as Character Actress Margo Martindale