Drawful 2

Jackbox Games was founded in 1989 by Harry Nathan Gottlieb as an educational entertainment company called Learn Television. Prior to developing You Don't Know Jack, the company created a children's trivia game called That's a Fact, Jack!. In 1995, the company rebranded as Jellyvision Games and developed the first edition of You Don't Know Jack; originally a PC game, its success established a franchise, and Jellyvision produced numerous installments of You Don't Know Jack from 1995 through 1998. From 1999 to 2001, Jellyvision developed five games based on the American version of Who Wants to Be a Millionaire, all of them featuring Regis Philbin's likeness and voice.

The first of these adaptations – Who Wants to Be a Millionaire – was published by Disney Interactive, while the later four were published by Buena Vista Interactive which had just been spun off from DI when it reestablished itself in attempts to diversify its portfolio. Of the five games, three featured general trivia questions, one was sports-themed, and another was a "Kids Edition" featuring easier questions.