Jimmy Fallon and Anthony Anderson pair up with contestants to play a word game for a cash prize.

Jimmy Fallon and Ariana Madix pair up with contestants to play a word game for a cash prize.

Jimmy Fallon and Josh Hart pair up with contestants to play a word game for a cash prize.

Jimmy Fallon and The Miz pair up with contestants to play a word game for a cash prize.

Jimmy Fallon and Ice-T pair up with contestants to play a courtroom-themed word game for a cash prize.

Jimmy Fallon and Ice-T pair up with contestants to play a police officer-themed word game for a cash prize.

Jimmy Fallon and Wayne Brady pair up with contestants to play a hard-to-spell word game for a cash prize.

Jimmy Fallon and Wayne Brady pair up with contestants to play an attractive word game for a cash prize.

Jimmy Fallon and Dorinda Medley pair up with contestants to play a word game for a cash prize.

Jimmy Fallon and Luann de Lesseps pair up with contestants to play a word game for a cash prize.

Jimmy Fallon and Tiffany Haddish pair up with contestants to play a word game for a cash prize.

Jimmy Fallon and celebrity guest Connie Britton pair up with contestants for a word showdown featuring a rock 'n' roll-themed round.

Jimmy Fallon and celebrity guest Constance Wu pair up with contestants for a word showdown featuring a round of "fancy" words.

Jimmy Fallon and celebrity guest Darren Criss pair up with contestants for a word showdown featuring a round of "hard" words.

Jimmy Fallon and celebrity guest Darren Criss pair up with contestants for a word showdown featuring an '80s-inspired round.