| Date | Grid | Clue | Author | Editor |
| Mon, May 17, 2021 | 17D | Grey who wrote "Riders of the Purple Sage" | Wren Schultz | Shortz |
| Sat, Sep 26, 2020 | 54A | Rachel ___, seven-season TV role for Meghan Markle | Kristian House | Shortz |
| Fri, Oct 18, 2019 | 32D | Novelist Grey | Jamey Smith | Shortz |
| Fri, Sep 08, 2017 | 37D | Billy of "Titanic" | Sam Trabucco | Shortz |
| Thu, Nov 20, 2014 | 44A | Author Grey | Timothy Polin | Shortz |
| Sun, Nov 02, 2014 | 78A | Billy of "Titanic" | Brendan Emmett Quigley | Shortz |
| Sun, Aug 03, 2014 | 91D | Billy of "Titanic" | Ian Livengood | Shortz |
| Fri, Jun 13, 2014 | 29A | First name in westerns | David Steinberg | Shortz |
| Sat, Nov 23, 2013 | 33A | Billy who played the Phantom in "The Phantom" | Frederick J. Healy | Shortz |
| Wed, Oct 31, 2012 | 7A | Billy of "Titanic" | Stu Ockman | Shortz |
| Wed, Jun 27, 2012 | 36A | Novelist Grey | Mike Buckley | Shortz |
| Mon, Mar 12, 2012 | 27A | Grey who wrote about the Old West | Lynn Lempel | Shortz |
| Sun, Dec 11, 2011 | 113D | Writer Grey | Timothy Polin | Shortz |
| Mon, Nov 21, 2011 | 7D | Western writer Grey | Peter A. Collins | Shortz |
| Mon, Aug 15, 2011 | 56A | Western writer Grey | Stan Newman | Shortz |
| Wed, Jul 13, 2011 | 55D | Western writer Grey | Joon Pahk | Shortz |
| Tue, Mar 29, 2011 | 35A | Western author Grey | Peter A. Collins | Shortz |
| Mon, Jun 21, 2010 | 26D | Grey who wrote westerns | Fred Piscop | Shortz |
| Mon, May 26, 2008 | 12D | Western writer Grey | Mark Sherwood | Shortz |
| Wed, Apr 30, 2008 | 5D | Actor Billy of "Titanic" | Henry Hook | Shortz |
| Sat, Mar 03, 2007 | 2D | "The Phantom" star Billy | Karen M. Tracey | Shortz |
| Sun, Aug 14, 2005 | 87D | Author Grey | Patrick Merrell | Shortz |
| Fri, Jun 10, 2005 | 10D | "Titanic" co-star, 1997 | David Quarfoot | Shortz |
| Mon, Jul 26, 2004 | 65A | Actor Billy of "Titanic" | Bernice Gordon | Shortz |
| Tue, Mar 16, 2004 | 8D | Billy of "Titanic" | Ron Sweet | Shortz |
| Mon, Apr 07, 2003 | 36D | Western writer Grey | Harvey Estes and Nancy Salomon | Shortz |
| Sun, Mar 02, 2003 | 35D | Actor Billy of "Titanic" | Brendan Emmett Quigley | Shortz |
| Wed, Nov 29, 2000 | 38D | Writer Grey | Peter Gordon | Shortz |
| Thu, Sep 28, 2000 | 13D | Author Grey | Frances Hansen | Shortz |
| Fri, May 12, 2000 | 45A | Grey in literature | Manny Nosowsky | Shortz |
| Wed, Apr 19, 2000 | 53D | Western author Grey | Frances Hansen | Shortz |
| Mon, Dec 06, 1999 | 37D | Western writer Grey | Gregory E. Paul | Shortz |
| Mon, Jul 26, 1999 | 12D | Actor Billy of "Titanic" | M. Francis Vuolo | Shortz |
| Thu, Jun 03, 1999 | 67A | Novelist Grey | Frances Hansen | Shortz |
| Tue, Feb 02, 1999 | 40D | Author Grey | Norma Steinberg | Shortz |
| Thu, Dec 31, 1998 | 31D | Author Grey | Harvey Estes and Nancy Salomon | Shortz |
| Wed, Dec 23, 1998 | 36D | Actor Billy of "Tombstone" | Christopher Hurt | Shortz |
| Wed, Sep 02, 1998 | 11D | Novelist Grey | Randall J. Hartman | Shortz |
| Wed, Nov 12, 1997 | 61D | "Riders of the Purple Sage" author Grey | Randall J. Hartman | Shortz |
| Tue, Sep 02, 1997 | 39A | Western writer Grey | Alan Arbesfeld | Shortz |
| Mon, Jun 30, 1997 | 57A | Writer Grey | Peter Gordon | Shortz |
| Fri, Aug 04, 1995 | 12D | First name in westerns | Chuck Deodene | Shortz |
| Mon, Oct 24, 1994 | 4D | Western novelist Grey | Sidney L. Robbins | Shortz |