Night Court - New Year's Leave

 

Season 4, ep. 11. Aired Dec. 18, 1986. Directed by John Larroquette. With Harold Gould, Stanley Brock as Lt. Gerard, and Gary Grossman as 1987.

https://www.imdb.com/title/tt0660684/

https://nightcourt.fandom.com/wiki/New_Year%27s_Leave