Family Game Night

Simply start up a local custom game and play alone (with two controllers) or with a friend locally or over Xbox Live with Word Hunt turned on. Set the custom game setting to One Round and 30 Second Round Timer. Create one word before the timer runs out (you can make more, but you only need one), rinse and repeat until you get 50 wins.

** Note: You must have two controllers for this achievement to unlock. Both Winner! and Loads of Winning will unlock with only one player but Fifty Wins will NOT.