| Date | Grid | Clue | Author | Editor |
| Fri, Jul 21, 2023 | 50A | W.W. II hero who retired from the mil. to run for president | Robyn Weintraub | Shortz |
| Thu, Mar 23, 2023 | 19A | H.S.T.'s successor | David Kwong | Shortz |
| Mon, Sep 05, 2022 | 36A | 1950s presidential inits. | Adam Simpson | Shortz |
| Sun, Jul 11, 2021 | 13D | Onetime White House inits. | Ashish Vengsarkar | Shortz |
| Mon, Nov 30, 2020 | 22A | 1950s presidential inits. | Emma Craven-Matthews | Shortz |
| Tue, Sep 22, 2020 | 19D | Prez before J.F.K. | Jeremy Newton | Shortz |
| Sat, Jan 25, 2020 | 7D | Presidential monogram hidden in this clue | Stella Zawistowski | Shortz |
| Mon, Jan 13, 2020 | 63D | 1950s presidential monogram | Alan Arbesfeld | Shortz |
| Tue, Jun 25, 2019 | 22A | Prez before J.F.K. | Alex Eaton-Salners | Shortz |
| Wed, May 02, 2018 | 29A | W.W. II inits. | Bryant White | Shortz |
| Mon, Apr 23, 2018 | 22D | J.F.K.'s predecessor | Lynn Lempel | Shortz |
| Tue, Sep 05, 2017 | 35A | Ike's monogram | Michelle Kenney and Jeff Chen | Shortz |
| Fri, Apr 21, 2017 | 64A | Pres. whose given birth name was David | Damon Gulczynski | Shortz |
| Sun, Oct 23, 2016 | 87A | Potus #34 | Ellen Leuschner and Jeff Chen | Shortz |
| Sun, Oct 11, 2015 | 78D | Bygone presidential inits. | David J. Kahn | Shortz |
| Sun, Jun 28, 2015 | 51D | W.W. II inits. | Jeremy Newton | Shortz |
| Sun, Apr 20, 2014 | 50A | '50s political inits. | Elizabeth C. Gorski | Shortz |
| Thu, Oct 17, 2013 | 43D | Onetime White House inits. | Gary J. Whitehead | Shortz |
| Sat, Jun 08, 2013 | 57D | W.W. II inits. | David Quarfoot | Shortz |
| Thu, Jun 28, 2012 | 49A | Presidential inits. | Elizabeth C. Gorski | Shortz |
| Mon, Mar 26, 2012 | 40D | J.F.K.'s predecessor | Ray Fontenot | Shortz |
| Mon, Feb 27, 2012 | 23D | Ike's inits. | Bill Thompson | Shortz |
| Wed, Feb 01, 2012 | 67D | Presidential monogram | Elizabeth C. Gorski | Shortz |
| Thu, Dec 29, 2011 | 11D | W.W. II gen. | David Steinberg | Shortz |
| Mon, Jul 25, 2011 | 64A | Prez before J.F.K. | Nina Rulon-Miller | Shortz |
| Sun, Mar 06, 2011 | 24D | R.M.N. served under him | David Levinson Wilk | Shortz |
| Tue, Feb 22, 2011 | 1D | 39-Across commander | Ian Livengood | Shortz |
| Wed, Apr 21, 2010 | 5D | Onetime White House monogram | Peter A. Collins | Shortz |
| Mon, Apr 05, 2010 | 63D | Ike's monogram | Nancy Salomon | Shortz |
| Mon, Mar 22, 2010 | 1A | J.F.K.'s predecessor | Andrea Carla Michaels | Shortz |
| Sat, Jul 04, 2009 | 29A | Old White House monogram | Peter A. Collins and Joe Krozel | Shortz |
| Tue, May 19, 2009 | 55A | Ike's monogram | Damon J. Gulczynski | Shortz |
| Thu, Jan 08, 2009 | 61D | 34th U.S. pres. | Joe DiPietro | Shortz |
| Thu, Sep 04, 2008 | 11A | W.W. II hero, for short | Matt Ginsberg | Shortz |
| Sat, Jan 05, 2008 | 26A | Fig. on a 1970s dollar | Paula Gamache | Shortz |
| Sat, Oct 06, 2007 | 19A | Noted 1915 West Point grad. | Brendan Emmett Quigley and David Quarfoot | Shortz |
| Tue, Dec 26, 2006 | 42D | 1950's political inits. | C. W. Stewart | Shortz |
| Sun, Jul 02, 2006 | 56A | 34th U.S. pres. | Elizabeth C. Gorski | Shortz |
| Wed, Jan 19, 2005 | 23A | 50's monogram | Leonard Williams | Shortz |
| Thu, Nov 11, 2004 | 11D | Presidential inits. | Michael Shteyman | Shortz |
| Sun, Oct 10, 2004 | 29A | Ike's monogram | Elizabeth C. Gorski | Shortz |
| Thu, Aug 26, 2004 | 24A | Subj. of a 1984 Stephen Ambrose political biography | Stella Daily and Bruce Venzke | Shortz |
| Thu, Apr 01, 2004 | 60A | Old White House inits. | Byron Walden | Shortz |
| Sat, Oct 04, 2003 | 4D | Onetime White House inits. | Brendan Emmett Quigley | Shortz |
| Sun, May 04, 2003 | 90D | Two-time winner over 82-Down | Tyler Hinman | Shortz |
| Sun, Feb 16, 2003 | 120D | Former presidential inits. | Charles M. Deber | Shortz |
| Fri, Jan 24, 2003 | 50A | W.W. II inits. | Manny Nosowsky | Shortz |
| Fri, Jul 19, 2002 | 1A | E.T.O. commander | Elizabeth C. Gorski | Shortz |
| Sun, Jun 02, 2002 | 69D | Nixon served with him: Abbr. | Frank Longo | Shortz |
| Fri, Mar 22, 2002 | 63A | Old polit. inits. | Randall J. Hartman | Shortz |
| Mon, Dec 17, 2001 | 20A | J.F.K.'s predecessor | Christina Houlihan | Shortz |
| Wed, Oct 24, 2001 | 40D | 1952 political inits. | Sarah Keller | Shortz |
| Sat, Jun 02, 2001 | 22A | "Crusade in Europe" auth. | Jim Page | Shortz |
| Wed, Feb 21, 2001 | 48A | H.S.T.'s successor | Karen Hodge | Shortz |
| Fri, Feb 09, 2001 | 61D | He ran with R.M.N. | Nelson Hardy | Shortz |
| Tue, Jun 06, 2000 | 61A | Defeater of A.E.S. | Alan Arbesfeld | Shortz |
| Thu, May 25, 2000 | 53D | Presidential inits. | Elizabeth C. Gorski | Shortz |
| Sat, Jan 22, 2000 | 42A | 50's political monogram | David J. Kahn | Shortz |
| Sat, Oct 23, 1999 | 37D | "Crusade in Europe" author: Abbr. | Frank Longo and Brendan Quigley | Shortz |
| Tue, Jun 15, 1999 | 63D | Presidential inits. | Stephanie Spadaccini | Shortz |
| Mon, Dec 07, 1998 | 31A | J.F.K.'s predecessor | Elizabeth C. Gorski | Shortz |
| Sun, Oct 04, 1998 | 33A | W.W. II gen. | Frank Longo | Shortz |
| Sun, Sep 20, 1998 | 113D | Onetime Presidential inits. | Charles M. Deber | Shortz |
| Thu, Sep 17, 1998 | 21D | W.W. II gen. | Robert H. Wolfe | Shortz |
| Mon, Aug 17, 1998 | 35D | 1950's White House monogram | Gregory E. Paul | Shortz |
| Sun, Aug 16, 1998 | 61D | W.W. II gen. | Brendan Emmett Quigley | Shortz |
| Mon, Apr 27, 1998 | 49A | H.S.T.'s successor | Gregory E. Paul | Shortz |
| Mon, Oct 06, 1997 | 58D | J.F.K.'s predecessor | Barbara Campitelli | Shortz |
| Fri, Apr 18, 1997 | 38D | Presidential monogram | Martin Ashwood-Smith | Shortz |
| Sat, Feb 08, 1997 | 4D | E.T.O. commander | G. R. Ferguson | Shortz |
| Wed, Dec 04, 1996 | 57D | 34th Pres. | M. E. Skolsky | Shortz |
| Wed, Sep 25, 1996 | 8D | Running mate for R.M.N. | R. Norris | Shortz |
| Sun, Sep 08, 1996 | 41A | W.W. II hero | R. H. Wolfe | Shortz |
| Mon, Jul 29, 1996 | 29D | H.S.T.'s successor | F. Piscop | Shortz |
| Thu, Jul 18, 1996 | 67A | Presidential monogram | W. R. Williams | Shortz |
| Wed, Jul 03, 1996 | 10D | H.S.T.'s successor | F. Heaney | Shortz |
| Wed, Feb 07, 1996 | 49A | J.F.K.'s predecessor | Frank A. Longo | Shortz |
| Sun, Nov 12, 1995 | 82D | He ran with R.M.N. | Randolph Ross | Shortz |
| Sat, Jan 14, 1995 | 31D | Presidential monogram | Rich Norris | Shortz |
| Mon, May 09, 1994 | 17D | Successor to H.S.T. | Sidney L. Robbins | Shortz |
| Mon, Mar 14, 1994 | 8D | White House monogram | Ernie Furtado | Shortz |
| Thu, Mar 10, 1994 | 69A | Presidential monogram | Lois Sidway | Shortz |