| Date | Grid | Clue | Author | Editor |
| Sat, Sep 23, 2023 | 39D | Reagan attorney general | Robert Charlton | Shortz |
| Tue, Apr 05, 2022 | 12D | Attorney general under Ronald Reagan | Bruce Haight | Shortz |
| Thu, Jul 20, 2017 | 14D | Member of Ronald Reagan's cabinet | Randolph Ross | Shortz |
| Sun, Jan 25, 2015 | 121A | "With Reagan" memoirist | Alan Arbesfeld | Shortz |
| Thu, Jun 26, 2014 | 12D | Reagan cabinet member who was previously counselor to the president | Pawel Fludzinski | Shortz |
| Sat, May 28, 2011 | 42D | Issuer of a 1986 report on pornography | David Quarfoot | Shortz |
| Sun, Jun 27, 2010 | 101A | Attorney general under Reagan | Michael J. Doran | Shortz |
| Sat, Dec 22, 2007 | 8D | Dick Thornburgh's predecessor in the cabinet | Harvey Estes | Shortz |
| Fri, Mar 30, 2007 | 2D | "With Reagan" memoir writer | David Quarfoot | Shortz |
| Sat, Dec 23, 2006 | 41D | Iran-contra figure | Myles Callum | Shortz |
| Fri, Jan 27, 2006 | 50A | "With Reagan" writer | Sherry O. Blackard | Shortz |
| Sat, Jun 11, 2005 | 47D | Ronald Reagan appointee | Patrick Merrell | Shortz |
| Fri, Aug 04, 2000 | 66A | "With Reagan" author | Jim Page | Shortz |
| Sun, Feb 06, 2000 | 125A | "With Reagan: The Inside Story" memoirist | Richard Hughes | Shortz |
| Fri, Jan 03, 1997 | 18A | 1980's Attorney General | M. Nosowsky | Shortz |
| Fri, Oct 27, 1995 | 37D | 1985 Reagan appointee | Mark Diehl | Shortz |