You Don't Know Jack: Volume 2 is a sequel to You Don't Know Jack. Like its predecessor, the game imitates a television game show. Each game can consist of seven or twenty-one question rounds. Pressing a key that acts like a "buzzer," each player tries to be the first to answer a trivia question that pops on the screen. Many questions are humorously structured, drawing inspiration from pop culture references. The game's "host" provides jocular commentary during the show.

The sequel adds new gameplay modes: DisOrDat, in which players have to quickly classify words into two or more categories; Celebrity Collect Calls, which features real-life characters asking bizarre questions; and Picture Questions, which adds pictures to the predominantly sound-oriented game.