| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Wed, Feb 20, 2019 | 40D | Casino patron | Byron Walden | Shortz |
| Mon, Mar 09, 2015 | 59A | Bookie's customer | Debbie Ellerin | Shortz |
| Mon, Jun 24, 2013 | 8D | Gambler | Robert Seminara | Shortz |
| Sat, Dec 18, 2010 | 43A | Person in a pool | Brad Wilber | Shortz |
| Sat, Dec 19, 2009 | 12D | Certain ticket holder | Tyler Hinman and Byron Walden | Shortz |
| Tue, Sep 03, 2002 | 44D | Person in a pool | Don West | Shortz |
| Sat, Aug 17, 2002 | 51A | One may have chips | Frank Longo | Shortz |
| Sun, Mar 15, 1998 | 10D | Tip sheet buyer | Frank Longo | Shortz |
| Fri, Oct 13, 1995 | 27D | Risk taker | Charles E. Gersch | Shortz |