| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Fri, Jul 11, 2014 | 45D | Pop singer ___ Rae Jepsen | Sam Ezersky and Victor Fleming | Shortz |
| Thu, Jul 10, 2014 | 53D | Singer Simon | John Guzzetta | Shortz |
| Thu, Apr 24, 2014 | 67A | Singer Simon | Stanley Newman | Shortz |
| Thu, Aug 16, 2012 | 13D | Nickelodeon title girl | Ethan Cooper | Shortz |
| Sun, Nov 08, 2009 | 39A | Singer Simon | Robert W. Harris | Shortz |
| Sun, Aug 16, 2009 | 105A | Singing Simon | Randolph Ross | Shortz |
| Wed, Sep 28, 2005 | 50D | Singer Simon | Randall J. Hartman | Shortz |
| Sat, Feb 22, 2003 | 38D | Simon of pop | Dana Motley | Shortz |