Cathy Rong, Questlove's chief of staff, plans semi-regular game nights for the Roots frontman and documentarian. Here are her ...

Game Night trades on the comedy of ironic restraint, of de-escalation, of mundane conversations taking place against wildly violent, criminal, life-or-death backdrops.

And remember, game night isn’t about who wins or loses. “Don’t let the game take up so much room on the table, and in your head, that it becomes the whole point of the event,” Mr. Brewster ...