Caroline in the City (1995)

S4E2 Caroline and the Office

Title: Caroline and the Office Plot: Overwhelmed by Del's insistence that she move her work to the corporate office, Caroline uncovers a surprising truth: Richard has been living there. His vengeful father-in-law has taken away his homes, belongings, and credit cards, leaving him stranded. Meanwhile, Charley has turned Richard's former apartment into a temporary lodging for Russian guests. Things take a turn when the strict office manager, Plum, puts Richard through a series of employment evaluations, leading him to a staff psychologist who finds his actions rather peculiar.