| Date | Grid | Clue | Author | Editor |
| Sat, Feb 24, 2024 | 38A | Still learning, maybe | Rebecca Goldstein and Rafael Musa | Shortz |
| Wed, Oct 06, 2021 | 35A | Not used to | Jules Markey | Shortz |
| Sat, Oct 17, 2020 | 40A | Inexperienced with | Victor Barocas and Brad Wilber | Shortz |
| Thu, Aug 27, 2020 | 22D | Just starting to learn | Nancy Stark and Will Nediger | Shortz |
| Sat, Feb 02, 2019 | 25A | Not versed in | David Steinberg | Shortz |
| Thu, Oct 04, 2018 | 13D | Unused to | Joon Pahk | Shortz |
| Tue, Apr 29, 2014 | 19A | Inexperienced in | Jules P. Markey | Shortz |
| Wed, Apr 02, 2014 | 9A | Inexperienced with | David Levinson Wilk | Shortz |
| Fri, Feb 15, 2013 | 4D | Just starting to learn | Tom Heilman | Shortz |
| Sun, Sep 18, 2011 | 84D | Inexperienced with | Josh Knapp | Shortz |
| Sat, Jul 04, 2009 | 27A | Inexperienced with | Peter A. Collins and Joe Krozel | Shortz |
| Sun, Mar 04, 2007 | 7D | Unfamiliar with | Randolph Ross | Shortz |
| Mon, Oct 23, 2006 | 34A | Inexperienced in | John Calvin Williams | Shortz |
| Sat, Sep 13, 2003 | 28D | Not yet proficient with | Brendan Emmett Quigley | Shortz |
| Fri, Jan 10, 2003 | 39A | Not used to | Manny Nosowsky | Shortz |
| Sun, Sep 15, 2002 | 94D | Unfamiliar with | Fred Piscop | Shortz |
| Tue, May 02, 1995 | 49D | ___ the job (inexperienced) | Susan Smith | Shortz |