| Date | Grid | Clue | Author | Editor |
| Fri, Mar 17, 2023 | 24A | Superlatively swell | Carter Cobb | Shortz |
| Sun, Nov 14, 2021 | 36D | Like the winner of a handwriting contest | Aimee Lucido and Ella Dershowitz | Shortz |
| Wed, Aug 23, 2017 | 15D | Most worthy of a handwriting award | Joe Kidd | Shortz |
| Sun, May 01, 2016 | 45D | Tops in handwriting, say | Joel Fagliano and Byron Walden | Shortz |
| Sun, Jan 11, 2015 | 24D | Best at an inspection, say | Peter A. Collins | Shortz |
| Fri, Mar 21, 2014 | 40D | Most smart | Brendan Emmett Quigley | Shortz |
| Wed, Apr 24, 2013 | 14D | Least like a 9-Down | Clive Probert | Shortz |
| Fri, Jun 07, 2002 | 57A | Working best, as a trick | Manny Nosowsky | Shortz |
| Thu, Jun 25, 1998 | 8D | Like prizewinning handwriting | Stanley B. Whitten | Shortz |