| Date | Grid | Clue | Author | Editor |
| Mon, Oct 18, 2021 | 64A | Histories that may be checkered or sordid | Freddie Cheng | Shortz |
| Tue, Oct 05, 2021 | 1A | Some people have checkered ones | Hoang-Kim Vu and Jessica Zetzman | Shortz |
| Sat, Jan 18, 2020 | 56A | Checkered things | Ryan McCarty | Shortz |
| Thu, Mar 21, 2019 | 24A | Skeletons in the closet, so to speak | Christopher Adams | Shortz |
| Mon, Nov 12, 2018 | 13D | Histories | Kathy Bloomer | Shortz |
| Fri, Aug 25, 2017 | 10A | They often come back to haunt people | Sam Trabucco | Shortz |
| Wed, Jun 10, 2015 | 69A | Histories | Tracy Gray | Shortz |
| Sun, Sep 07, 2014 | 23D | Times gone by | Tracy Gray and Jeff Chen | Shortz |
| Mon, Mar 29, 2010 | 13D | They may be sordid | John Dunn | Shortz |
| Mon, Feb 09, 2009 | 31D | They might be checkered | Randall J. Hartman | Shortz |
| Wed, Aug 11, 2004 | 4A | They may be sordid | Alan Arbesfeld | Shortz |
| Tue, Nov 04, 2003 | 7D | They may be checkered | Elizabeth C. Gorski | Shortz |
| Sat, Jun 29, 2002 | 25D | Some have been checkered | Dana Motley | Shortz |