| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Thu Apr 17, 2025 | 23A | "Going Back to Cali" rapper, 1998 | Ilan Kolkowitz and Shimon Kolkowitz | Shortz |
| Sat Aug 6, 2016 | 2D | 2012-16 host of the Grammys | David Phillips | Shortz |
| Wed Jan 23, 2013 | 11D | Rapper on "NCIS: Los Angeles" | Joel Fagliano | Shortz |
| Thu Nov 25, 2010 | 27D | *Performer born James Todd Smith | Bill Thompson | Shortz |
| Tue Aug 10, 2010 | 10D | Rapper born James Todd Smith | Peter A. Collins | Shortz |
| Fri Jul 10, 1998 | 42D | Grammy winner for "Hey Lover" | Brendan Emmett Quigley | Shortz |
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