| Date | Grid | Clue | Author | Editor |
| Sun, Aug 15, 2021 | 4D | Gladly, old-style | Aimee Lucido and Ella Dershowitz | Shortz |
| Sat, Dec 09, 2017 | 47A | Gladly, old-style | Stu Ockman | Shortz |
| Sun, Oct 11, 2015 | 22A | Gladly, old-style | David J. Kahn | Shortz |
| Wed, Feb 04, 2015 | 42A | Happily, old-style | Julian Lim | Shortz |
| Tue, May 31, 2011 | 34A | Willing, old-style | Nina Rulon-Miller | Shortz |
| Sun, Apr 24, 2011 | 87D | Willingly | Caleb Madison and J.A.S.A. Crossword Class | Shortz |
| Sun, Apr 03, 2011 | 72D | Gladly | Oliver Hill and Eliza Bagg | Shortz |
| Sat, Dec 08, 2007 | 44A | Willingly | Barry C. Silk | Shortz |
| Wed, Sep 19, 2007 | 55A | Gladly | Stella Daily and Bruce Venzke | Shortz |
| Wed, Mar 12, 2003 | 6A | Willingly | Myles Callum | Shortz |
| Thu, May 01, 1997 | 32A | Willingly | Martin Schneider | Shortz |
| Sun, Sep 15, 1996 | 16A | Willingly | A. K. Justin | Shortz |
| Fri, Sep 01, 1995 | 3D | Willingly | Thomas W. Schier | Shortz |
| Mon, Jul 31, 1995 | 40A | Gladly | Elizabeth Gorski | Shortz |
| Sun, Mar 13, 1994 | 33D | Gladly | Nancy Nicholson Joline | Shortz |