| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN |
| June 1, 2011 | Phrase | LOOKS YUMMY | D H M O C | $45,000 | No |
| June 2, 2011 | AT THE BUZZER | C D H A | $30,000 | ||
| June 3, 2011 | FILL THE VOID | P M D O | $35,000 | Yes | |
| June 6, 2011 | Thing | PAID INVOICE | H D M I | $35,000 | No |
| June 7, 2011 | AWKWARD PHASE | H M C O | $30,000 | ||
| June 8, 2011 | HUGE EGO | M D H O | Jeep Liberty | ||
| June 9, 2011 | WEB VIDEO | B C D I | $30,000 | ||
| June 10, 2011 | Phrase | I'M HOPEFUL | M C H I | ||
