Krusty the Clown is stuck in a rut when the television network pulls his show from the air and his talent agency drops him as a client. But when THE SIMPSONS introduce him to seasoned agent Annie, they are surprised to learn that Annie was Krusty's very first agent. Despite their rocky relationship, Annie is convinced to re-sign Krusty and craft his career comeback. But when Krusty's retro comedy show reboot is deemed a critical success, Krusty must decide to stay with his agent or side with the network executives.

Homer lands his own political talk show after a video featuring his impassioned rant on poor treatment at the airport goes viral. As his talk show quickly gains popularity nationwide, Homer becomes the spokesperson for the Gravy Movement and the voice of America's newest political party. But when ill-informed Homer is asked to select the next Republican nominee for President and officially endorses right-wing rock star Ted Nugent, Marge and Lisa worry that Homer's opinion and influence might be more powerful than he realizes.