| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Sun, Jul 14, 2019 | 82A | Less outgoing | Caitlin Reid | Shortz |
| Sun, Oct 16, 2016 | 36D | One starting | Tom McCoy | Shortz |
| Sun, Feb 08, 2015 | 17A | Not as brazen | Jeremy Newton | Shortz |
| Fri, Sep 13, 2013 | 26D | Not as outgoing | Patrick Berry | Shortz |
| Thu, Mar 19, 2009 | 6A | Reserved to a greater degree | Laura Sternberg | Shortz |
| Sat, Dec 16, 2006 | 9D | Less social | David Quarfoot | Shortz |
| Tue, Sep 26, 2006 | 15A | More like a wallflower | Randall J. Hartman | Shortz |
| Fri, Feb 10, 2006 | 32D | More likely to retire | Harvey Estes | Shortz |
| Fri, Jan 16, 2004 | 28D | Less forward | Manny Nosowsky | Shortz |
| Sat, Nov 20, 1999 | 10A | More likely to retire | A. J. Santora | Shortz |
| Sun, Sep 01, 1996 | 8A | Not as outgoing | D. J. Kahn | Shortz |