| Date | Grid | Clue | Author | Editor |
| Sun, Dec 31, 2023 | 78A | "Can't win 'em all" | Matt Linzer and Rafael Musa | Shortz |
| Tue, Oct 16, 2018 | 66A | Comment of resignation applicable to 17-, 28- and 50-Across? | Ed Sessa | Shortz |
| Tue, Sep 06, 2016 | 62A | Phrase of resignation | Timothy Polin | Shortz |
| Tue, May 31, 2011 | 3D | "Win some, lose some" | Nina Rulon-Miller | Shortz |
| Fri, Jan 11, 2008 | 51A | "Win some, lose some" | Mike Nothnagel | Shortz |
| Fri, Sep 22, 2006 | 15A | 1966 Frank Sinatra hit | Sherry O. Blackard | Shortz |
| Sat, Sep 18, 2004 | 21D | "Oh, well" | Bob Peoples | Shortz |
| Mon, Apr 19, 2004 | 58A | Utterance that sums up 20-, 32- and 42-Across | Michael Doran | Shortz |