| Date | Grid | Clue | Author | Editor |
| Wed, Aug 23, 2023 | 53A | Underlings forced to do unpleasant work | Michael Lieberman | Shortz |
| Tue, May 18, 2021 | 42D | Iggy Pop's band, with "the" | Margaret Seikel | Shortz |
| Sat, Sep 28, 2019 | 38A | Ones in funny shorts | Alex Eaton-Salners | Shortz |
| Fri, Aug 26, 2016 | 21D | Straight men | Andrew Kingsley | Shortz |
| Mon, Jan 16, 2012 | 69A | Moe, Larry and Curly | Andrea Carla Michaels | Shortz |
| Thu, Sep 29, 2011 | 30A | Second bananas | Ben Fish | Shortz |
| Sun, Jun 08, 2008 | 56A | Trio of comedy | Will Nediger | Shortz |
| Sat, Jun 24, 2000 | 14D | Old comics | Nancy Joline | Shortz |
| Wed, Feb 17, 1999 | 33A | Butts of jokes | Nancy Salomon and Harvey Estes | Shortz |
| Fri, Dec 22, 1995 | 38D | Underlings | A.J. Santora | Shortz |
| Sun, Oct 08, 1995 | 27A | Comedic threesome | Nancy Nicholson Joline | Shortz |
| Sat, Sep 23, 1995 | 50A | Straight men | Martin Ashwood-Smith | Shortz |
| Fri, Nov 25, 1994 | 63A | Film and TV trio | Daniel R. Stark | Shortz |