Larry takes a vacation to recover from plastic surgery leaving Sandra Bernhard to fill in as the show host. But her manager sends shock waves through the office with her pushy ways.
Larry begins an affair with a much younger show intern which causes resentment among the staff and places him in the awkward position of meeting her parents. Hank insists on a buying a race horse for himself, Larry and Artie in honor of the show's eighth anniversary.
Beverly quits when Larry and Artie refuse to seriously consider her request that a job in the props department be given to a black person. Hank considers replacing Scott with a woman.
Larry accepts a script from Chris Elliott for a new sitcom to be produced under Larry's deal with the network, then gives it to Phil for some ""fine tuning."" Hank honors his oldest fan.
While awaiting the results of a breast biopsy, a tense Paula angers Brett Butler who offers Larry some tips on his weekly massage. Hank interviews possible new agents while his beloved Sid lies gravely ill in the hospital.
Paula's dating Larry's agent, but Larry fears he's just using her to book his clients on the show. The network objects to Larry's ethnic guest spots. Hank tries to stiff Phil on a $20 loan.
Paula has trouble booking guests for sweeps week, so she leans on Larry to ask his friend Jeff Goldblum, who in turn offers to help Larry get a date with a network publicist.
A surprise visit by Larry's ex-wife causes an unusual triangle between her, Larry and Hank. Larry offers a cappuccino machine as a substitute for the daily office run to Starbucks.
After a particularly trying day at work, Arthur spends the night at the studio with two new friends, Nicolae the janitor and Hank's karoake machine, and one old bottle of booze.
When Darlene quits while on vacation, Hank hires the temp who was filling in for her. Larry's reluctant to tell Dana Carvey he doesn't like Carvey's Larry Sanders impersonation.