| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Sun, Aug 20, 2023 | 58A | Gent | Michael Schlossberg | Shortz |
| Sun, Feb 26, 2023 | 87D | Guy | Will Nediger | Shortz |
| Sun, Oct 02, 2022 | 68A | Bloke | Kathy Bloomer | Shortz |
| Wed, Aug 24, 2022 | 23D | Bloke | Colin Ernst | Shortz |
| Sun, Sep 12, 2021 | 87D | Roc-A-___ Records | Alex Rosen | Shortz |
| Fri, Aug 06, 2021 | 27A | Chap | Seth A. Abel | Shortz |
| Tue, Jul 28, 2020 | 62A | Gal's guy | Ross Trudeau | Shortz |
| Thu, Apr 02, 2020 | 64A | Bloke | Evan Mahnken | Shortz |
| Tue, Aug 27, 2019 | 23D | Guy | Daniel Raymon | Shortz |
| Sun, Aug 26, 2018 | 47D | Guy | Olivia Mitra Framke | Shortz |
| Sat, Dec 09, 2017 | 28D | Buster | Stu Ockman | Shortz |
| Tue, May 13, 2014 | 32D | Gal's guy | Tracy Gray | Shortz |
| Sun, Aug 19, 2012 | 75D | Chap | Freddie Cheng | Shortz |
| Wed, Feb 22, 2012 | 43A | "The Most Happy ___" | Karen Young Bonin | Shortz |
| Sun, May 30, 2010 | 35A | Guy | Eric Berlin | Shortz |
| Mon, Feb 16, 2009 | 26D | Guy | David Kwong | Shortz |
| Sat, Nov 15, 2008 | 37A | Hip-hop's Roc-a-___ Records | Karen M. Tracey | Shortz |
| Mon, Jul 23, 2007 | 60A | Guy | Randall J. Hartman | Shortz |
| Thu, Jul 13, 2006 | 31A | Happy guy in a musical | Manny Nosowsky | Shortz |
| Wed, Jul 12, 2006 | 54D | Guy, informally | Richard Chisholm | Shortz |
| Thu, Feb 23, 2006 | 18D | "The Most Happy ___" (Loesser musical) | Todd McClary | Shortz |
| Mon, Dec 06, 2004 | 42D | Guy | Barry C. Silk | Shortz |
| Fri, Apr 26, 2002 | 36A | Mac | Manny Nosowsky | Shortz |
| Sat, Jan 08, 2000 | 25A | Chap | Joe DiPietro | Shortz |
| Wed, Dec 16, 1998 | 67A | Gal's guy | Nancy Salomon | Shortz |
| Fri, Aug 04, 1995 | 40D | Beau, slangily | Chuck Deodene | Shortz |
| Wed, Jul 26, 1995 | 33A | "The Most Happy ___" | Christopher Hurt | Shortz |
| Wed, Mar 29, 1995 | 2D | "Most happy" one | Manny Nosowsky | Shortz |