| Date | Grid | Clue | Author |
| Sun Dec 24, 2023 | 106D | Hiatus (5) | Drew Schmenner |
| Thu Oct 12, 2023 | 35D | Interstice (6) | John Nagamichi Cho |
| Fri Sep 29, 2023 | 9A | Tube feature, with "the" | Malaika Handa |
| Thu Aug 3, 2023 | 1A | Separation | Simeon Seigel |
| Wed Jul 5, 2023 | 56D | Deficit in knowledge, e.g. | Joe Deeney |
| Mon Mar 27, 2023 | 33D | Opening, as between teeth | Simon Marotte and Trenton Lee Stewart |
| Mon Sep 12, 2022 | 61D | Thing to mind between the train and platform | Michael Lieberman |
| Wed Aug 10, 2022 | 26A | Blank space | Karen Lurie |
| Mon Jan 10, 2022 | 57D | Distinct disparity | Lynn Lempel |
| Wed Sep 8, 2021 | 62D | "Mind the ___" (London tube sign) | Lee Taylor |
| Thu Jun 3, 2021 | 42A | Word with gender or age | Kyra Wilson and Sophia Maymudes |
| Mon Dec 14, 2020 | 9A | Opening to be filled | Jessie Bullock and Ross Trudeau |
| Mon Oct 19, 2020 | 49A | Intervening space | Fred Piscop |
| Sun Oct 18, 2020 | 82A | Break (11) | Miriam Estrin |
| Sat Sep 19, 2020 | 10A | Interruption (4) | Robyn Weintraub |
| Thu Jul 16, 2020 | 26A | Break (11) | Evan Kalish |
| Wed Nov 27, 2019 | 55D | Disparity (3) | Matthew Sewell and Jeff Chen |
| Thu Nov 14, 2019 | 36A | ___ year | Alex Eaton-Salners |
| Thu Oct 10, 2019 | 51D | Parent company of Athleta and Old Navy | Tracy Gray |
| Thu Jul 4, 2019 | 31D | Breach (10) | Jim Hilger |
| Fri Apr 26, 2019 | 54D | Chain with more than 3,500 stores worldwide | Kyle Dolan |
| Mon Apr 15, 2019 | 19D | Cumberland ___ (5) | Patrick Blindauer and Samuel A. Donaldson |
| Mon Mar 25, 2019 | 66D | Dental problem that braces can fix | Kevin Christian and Andrea Carla Michaels |
| Mon Feb 18, 2019 | 62D | Space between two teeth, e.g. | Leslie Rogers and Andrea Carla Michaels |
| Tue Jan 15, 2019 | 59D | Clothing chain since 1969 | Samuel A. Donaldson |
| Sun Nov 4, 2018 | 87D | Break (11) | Patrick Berry |
| Wed Oct 3, 2018 | 27A | Generation ___ (3) | Jennifer Nutt |
| Mon Jul 16, 2018 | 39A | Dental problem fixed by braces | Erik Agard |
| Thu Jan 18, 2018 | 11A | Interregnum (2) | Ryan McCarty and Alan Southworth |
| Sat Apr 29, 2017 | 42A | Mystery in the fossil record | Martin Ashwood-Smith |
| Thu Apr 13, 2017 | 31A | Breach (10) | Michael Shteyman |
| Tue Jun 21, 2016 | 55D | ___ year (precollege experience) | Julie Bérubé |
| Mon Aug 3, 2015 | 6A | Cumberland ___ (5) | David Steinberg |
| Tue Jul 14, 2015 | 40D | Generation ___ (3) | Kevin Christian and Brad Wilber |
| Sun May 3, 2015 | 57D | Feature of the Nixon tapes | Dan Schoenholz |
| Fri Feb 27, 2015 | 42A | Dental problem (2) | Julian Lim |
| Mon Sep 1, 2014 | 1D | Clothing chain with a "Baby" division | Allan E. Parrish |
| Tue May 27, 2014 | 38A | ___-toothed | James Tuttle |
| Tue Aug 27, 2013 | 42A | Breach (10) | Jacob McDermott |
| Wed May 29, 2013 | 65A | Generation ___ (3) | Gary Cee |
| Mon Dec 17, 2012 | 36A | Cumberland ___ (5) | Elizabeth A. Long |
| Sat Jul 7, 2012 | 54D | Orthodontist's concern (2) | Tim Croce |
| Mon Jun 11, 2012 | 46A | Old Navy alternative | Andrea Carla Michaels and Michael Blake |
| Thu Apr 12, 2012 | 63A | Break (11) | Michael Shteyman |
| Sat Mar 10, 2012 | 23A | Empty space | Patrick Berry |
| Sun Nov 27, 2011 | 65A | Breach (10) | Jeff Chen |
| Fri Sep 30, 2011 | 45D | Orthodontist's concern (2) | Joe Krozel |
| Wed Sep 7, 2011 | 69A | Longtime mall chain | Jim Hilger |
| Sat Aug 20, 2011 | 38A | Lacuna | Byron Walden |
| Sun Dec 19, 2010 | 55A | Breach (10) | Kevin G. Der |
| Sun Sep 26, 2010 | 56A | Opening (3) | Pamela Amick Klawitter |
| Sun Aug 22, 2010 | 98A | Continuity problem | Patrick Berry |
| Fri Jul 23, 2010 | 50A | Interregnum (2) | John Farmer |
| Wed Jan 6, 2010 | 63D | Breach (10) | Julian Lim |
| Sat Jul 11, 2009 | 41A | Break (11) | Karen M. Tracey |
| Wed May 20, 2009 | 38D | Clothing retailer since 1969 | Ashish Vengsarkar |
| Tue Feb 17, 2009 | 59D | Watergate tape problem | Kristian House |
| Sun Aug 17, 2008 | 35A | Rift | Caleb Madison |
| Thu Apr 10, 2008 | 42D | Hiatus (5) | David J. Kahn |
| Wed Apr 2, 2008 | 3D | Feature of Alfred E. Neuman's smile | Patrick Merrell |
| Tue Nov 27, 2007 | 47A | Dental problem calling for braces | Julie Ann Bowling |
| Sat Jul 14, 2007 | 52A | Canyon, e.g. | Victor Fleming |
| Mon May 14, 2007 | 8D | Space between the teeth, e.g. | Paula Gamache |
| Wed Oct 4, 2006 | 1D | Breach (10) | Adam Cohen |
| Sun Aug 6, 2006 | 59A | Interstice (6) | Mark Feldman |
| Mon Jul 10, 2006 | 63D | Opening (3) | Randall J. Hartman |
| Wed Apr 12, 2006 | 68A | Gender ___ (2) | Elizabeth C. Gorski |
| Wed Apr 5, 2006 | 28A | See 23-Down | Patrick Merrell |
| Thu Nov 17, 2005 | 9D | Dental problem (2) | Brendan Emmett Quigley |
| Mon Sep 26, 2005 | 44A | Cumberland ___ (5) | Ethan Cooper |
| Wed Aug 3, 2005 | 50A | Breach (10) | David Liben-Nowell and Ryan O'Donnell |
| Sun Jul 17, 2005 | 1D | Break (11) | David J. Kahn |
| Mon Apr 11, 2005 | 35A | Interval | Norma Steinberg |
| Wed Mar 23, 2005 | 11A | Interstice (6) | Mike Shenk |
| Tue Jan 25, 2005 | 42A | Unbridged area | Lee Glickstein and Nancy Salomon |
| Wed Sep 8, 2004 | 40D | Old Navy's parent, with "The" | Steve Jones |
| Sun Sep 5, 2004 | 100A | Deficiency | Patrick Merrell |
| Fri Sep 3, 2004 | 11A | Mountain pass (2) | Edgar R. Fontaine |
| Sun Jun 27, 2004 | 114D | Interruption (4) | Peter Abide and Steven Kahn |
| Tue Mar 9, 2004 | 39D | Letterman dental feature | Sarah Keller |
| Sun Feb 8, 2004 | 50A | Bridge site | Randolph Ross |
| Fri Jan 9, 2004 | 23A | Break (11) | Bob Peoples |
| Mon Sep 8, 2003 | 65D | Mountain pass (2) | Leslie H. Nicoll |
| Mon Jun 23, 2003 | 57D | Interruption (4) | Raymond Hamel |
| Thu Jun 5, 2003 | 31A | Disruption | David J. Kahn |
| Sun May 4, 2003 | 36A | Mall retailer, with "The" | Tyler Hinman |
| Wed Sep 25, 2002 | 57D | Interstice (6) | Tyler Hinman |
| Tue Sep 10, 2002 | 22D | Popular clothing store, with "The" | Wei-Hwa Huang |
| Sun Apr 14, 2002 | 84D | Hiatus (5) | David J. Kahn |
| Tue Mar 26, 2002 | 7D | Clothing store, with "The" | Nancy Salomon and Harvey Estes |
| Thu Oct 11, 2001 | 6D | Opening (3) | Nancy S. Ross |
| Wed Aug 22, 2001 | 11A | Mall chain, with "The" | Brendan Emmett Quigley |
| Thu Aug 9, 2001 | 50A | Discontinuity | Patrick Berry |
| Mon May 7, 2001 | 36A | Cumberland ___ (5) | Nancy Salomon and Bob Frank |
| Tue Jan 30, 2001 | 1D | Breach (10) | David J. Kahn |
| Sat Oct 7, 2000 | 41A | Problem in historical records | Chuck Menning |
| Sun Sep 24, 2000 | 67A | Area between center and right, say | Randolph Ross |
| Sat Apr 22, 2000 | 35A | Void | Rich Norris |
| Thu Feb 10, 2000 | 57A | Break (11) | Manny Nosowsky |
| Wed Nov 10, 1999 | 26A | Clothing chain, with "the" | Joan Yanofsky |
| Fri Oct 2, 1998 | 38A | Break (11) | John Wolting |
| Thu Oct 1, 1998 | 1D | Dental problem corrected by braces | Manny Nosowsky |
| Wed Apr 29, 1998 | 19D | Benetton rival | Gayle Dean |
| Tue Apr 28, 1998 | 23D | Interstice (6) | Manny Nosowsky |
| Sun Dec 28, 1997 | 93A | Break (11) | Matt Gaffney |
| Fri Sep 19, 1997 | 60D | Break (11) | Rich Norris |
| Wed Aug 27, 1997 | 58D | Disparity (3) | Jonathan Schmalzbach |
| Thu Feb 13, 1997 | 11A | Interruption (4) | F. Longo |
| Sun Jan 19, 1997 | 50A | Gulf | B. Klahn |
| Sun Nov 10, 1996 | 115D | Gender ___ (2) | R. Hamel |
| Mon Jul 22, 1996 | 39D | Clothing chain since 1969, with "The" | S. L. Robbins |
| Mon Nov 6, 1995 | 51A | Word with credibility or generation | Roger H. Courtney |
| Sun Oct 15, 1995 | 120D | Interstice (6) | Mel Rosen |
| Mon Oct 2, 1995 | 63D | Hiatus (5) | Joy L. Wouk |
| Thu May 18, 1995 | 51D | Cleft | Chuck Deodene |
| Tue Aug 16, 1994 | 55D | Hiatus (5) | Wayne Robert Williams |
| Sun May 29, 1994 | 63A | Disparity (3) | Janet R. Bender |
| Thu Mar 10, 1994 | 18D | Breach (10) | Lois Sidway |
| Mon Nov 29, 1993 | 65D | Cumberland, e.g. | Sidney L. Robbins |