| Date | Grid | Clue | Author | Editor |
| Tue Apr 30, 2024 | 28D | With 45-Across, presidential period from 2009-17 | Michèle Govier | Fagliano |
| Mon Oct 23, 2023 | 15A | Election victor of 2008 and 2012 | Stella Zawistowski | Shortz |
| Fri Oct 13, 2023 | 21D | Who said "Issues are never simple. One thing I'm proud of is that very rarely will you hear me simplify the issues" | John-Clark Levin | Shortz |
| Sat Jun 24, 2023 | 35D | "Thanks, ___" (catchphrase of the 2010s) | Spencer Leach and Quiara Vasquez | Shortz |
| Tue May 9, 2023 | 9A | "Yes we can" sloganeer of 2008 | Margaret Seikel | Shortz |
| Tue Apr 18, 2023 | 44A | With 23-Across, period that began in January 2009 | Kiran Pandey | Shortz |
| Sat Apr 1, 2023 | 49A | Subject of a Kehinde Wiley portrait in the National Portrait Gallery | Wyna Liu and Joel Fagliano | Shortz |
| Wed Mar 15, 2023 | 29D | "A Promised Land" author, 2020 (2) | Michael B. Berg | Shortz |
| Wed Mar 1, 2023 | 43D | With Springsteen, co-host of the podcast "Renegades: Born in the USA" | Aaron M. Rosenberg | Shortz |
| Wed Jul 13, 2022 | 10D | Who nominated Sotomayor and Kagan to the Supreme Court | Addison Snell | Shortz |
| Thu Mar 31, 2022 | 41A | "A Promised Land" author, 2020 (2) | Oliver Roeder | Shortz |
| Mon Mar 28, 2022 | 24A | Barack, Michelle, Sasha or Malia | Leslie Rogers | Shortz |
| Mon Jan 31, 2022 | 41A | 2010s White House family name | Eric Bornstein | Shortz |
| Mon Nov 29, 2021 | 29D | Michelle with the best-selling memoir "Becoming" | Enrique Henestroza Anguiano | Shortz |
| Sun Aug 29, 2021 | 4A | Politician with the campaign slogan 30-Across | Dory Mintz | Shortz |
| Wed Dec 30, 2020 | 62A | "A Promised Land" memoirist | Kate Hawkins | Shortz |
| Tue Nov 24, 2020 | 61A | See 1-Down | Caitlin Reid | Shortz |
| Mon Nov 23, 2020 | 31A | U.S. president who was once president of the Harvard Law Review | Stanley Newman | Shortz |
| Sun Jul 26, 2020 | 80D | #44 (2) | Trenton Charlson | Shortz |
| Mon Jul 6, 2020 | 14A | Michelle who wrote "Becoming" (2) | Lynn Lempel | Shortz |
| Thu Feb 20, 2020 | 4A | Two-time Time magazine Person of the Year | Joe Deeney | Shortz |
| Tue Feb 4, 2020 | 24D | Michelle who wrote "Becoming" (2) | Queena Mewers and Alex Eaton-Salners | Shortz |
| Wed Sep 18, 2019 | 14A | Time's Person of the Year for 2008 and 2012 (2) | John Wrenholt | Shortz |
| Thu Sep 5, 2019 | 54D | 2009 Nobel laureate | Alex Eaton-Salners | Shortz |
| Sun May 26, 2019 | 104D | Author of the 2018 best seller "Becoming" | Ruth Bloomfield Margolin | Shortz |
| Thu Apr 25, 2019 | 15A | President with the same first and last name as his father | Jon Olsen | Shortz |
| Mon Apr 1, 2019 | 14A | Michelle with the 2018 hit memoir "Becoming" | Joel Fagliano | Shortz |
| Wed Aug 15, 2018 | 37D | 2009 Peace Nobelist (3) | Kathy Wienberg | Shortz |
| Mon Aug 6, 2018 | 18A | President elected with the slogan "Yes we can" | Andrea Carla Michaels and Mark Diehl | Shortz |
| Wed Jun 20, 2018 | 49D | U.S. president with the most southerly birthplace | Jeffrey Wechsler | Shortz |
| Tue Jun 12, 2018 | 30D | "44" (2) | Samuel A. Donaldson and Tracy Gray | Shortz |
| Fri May 25, 2018 | 48D | Winner of two Grammys and a Nobel Peace Prize | Jeff Chen | Shortz |
| Tue Dec 26, 2017 | 6D | Appointer of Sotomayor and Kagan to the Supreme Court | Peter Gordon | Shortz |
| Wed Aug 30, 2017 | 17A | He said "What Washington needs is adult supervision" | David J. Kahn | Shortz |
| Thu Aug 3, 2017 | 11D | President whose initials were also his dog's name | Timothy Polin | Shortz |
| Mon Mar 20, 2017 | 56D | President who won the 2009 Nobel Peace Prize (2) | Neil deGrasse Tyson and Andrea Carla Michaels | Shortz |
| Mon Feb 20, 2017 | 37A | Only president born outside the continental United States | Ed Stein and Paula Gamache | Shortz |
| Fri Nov 18, 2016 | 17A | Noted 1983 graduate of Columbia | Peter Wentz | Shortz |
| Tue Oct 4, 2016 | 1A | President who ended "don't ask, don't tell" | Sam Buchbinder | Shortz |
| Tue Jan 12, 2016 | 2D | Michelle in the White House | Zhouqin Burnikel | Shortz |
| Mon Sep 28, 2015 | 52D | Only U.S. president whose surname is more than 50% vowels | Dan Bischof and Jeff Chen | Shortz |
| Mon Aug 3, 2015 | 28A | President born Aug. 4, 1961 | David Steinberg | Shortz |
| Mon Jul 27, 2015 | 50D | Lead-in to care since 2009 | D. Scott Nichols and Zhouqin Burnikel | Shortz |
| Wed Jul 8, 2015 | 9A | "No drama" president | Ryan Milligan | Shortz |
| Wed May 27, 2015 | 1A | Fourth U.S. president to win a Nobel Peace Prize | Jim Quinlan | Shortz |
| Mon Sep 8, 2014 | 6D | First president born outside the continental U.S. | Dan Schoenholz | Shortz |
| Wed Jul 9, 2014 | 29A | 2009 Peace Nobelist (3) | Bruce Haight | Shortz |
| Sun Dec 29, 2013 | 115A | First president with a Twitter account | Joel Fagliano | Shortz |
| Thu Nov 21, 2013 | 53D | President whose initials "stink" | Jules P. Markey | Shortz |
| Sun Nov 3, 2013 | 1A | Winner of the 2005 and 2007 Grammys for Best Spoken Word Album | Andy Kravis and Victor Barocas | Shortz |
| Mon Aug 26, 2013 | 9A | 2008 candidate with the slogan "Change we can believe in" | Ian Livengood | Shortz |
| Mon Jun 10, 2013 | 54D | Illinois senator-turned-president | Zhouqin Burnikel | Shortz |
| Tue Mar 12, 2013 | 42A | President with a Nobel Prize | Bruce Sutphin and Neville Fogarty | Shortz |
| Tue Feb 19, 2013 | 2D | 44th president | Barry Franklin and Sara Kaplan | Shortz |
| Mon Feb 4, 2013 | 16A | One of only two presidents with two Ivy League degrees | Randall J. Hartman | Shortz |
| Sun Feb 3, 2013 | 85D | Time's second African-American Person of the Year | Dan Schoenholz | Shortz |
| Tue Jan 29, 2013 | 49A | Harvard Law Review editor who went on to become president | David Steinberg | Shortz |
| Tue Jan 1, 2013 | 3D | Time's Person of the Year for 2008 and 2012 (2) | John Farmer | Shortz |
| Wed Oct 31, 2012 | 50A | Illinois senator who became president | Stu Ockman | Shortz |
| Mon Sep 10, 2012 | 21A | Quayle : Bush :: Biden : ___ | Andrea Carla Michaels | Shortz |
| Sat Jul 28, 2012 | 46D | Start to care? | Victor Fleming and Sam Ezersky | Shortz |
| Tue Mar 6, 2012 | 5A | America's 44th | Wesley Johnson | Shortz |
| Fri Aug 26, 2011 | 41A | One code-named Renegade by the Secret Service | Brendan Emmett Quigley | Shortz |
| Sun Jul 24, 2011 | 99D | Noted 1991 Harvard Law grad | Kurt Mueller | Shortz |
| Mon Jul 4, 2011 | 1A | President who won the 2009 Nobel Peace Prize (2) | Paul Johnson | Shortz |
| Wed Apr 20, 2011 | 1A | President whose first name means "one who is blessed" | Michael Farabaugh | Shortz |
| Sun Mar 6, 2011 | 2D | U.S. president whose mother's first name was Stanley | David Levinson Wilk | Shortz |
| Sun Dec 12, 2010 | 32D | See 50-Down | Karen Young Bonin | Shortz |
| Wed Aug 18, 2010 | 2D | First president whose name ends in a vowel other than E or Y | Alex Boisvert | Shortz |
| Mon Jun 28, 2010 | 30D | First president not born in the continental U.S. | Joel Fagliano | Shortz |
| Sun May 23, 2010 | 14A | Michelle Robinson, now | Yaakov Bendavid | Shortz |
| Thu Apr 22, 2010 | 43A | 2009 Peace Nobelist (3) | Caleb Madison | Shortz |
| Mon Apr 19, 2010 | 53D | First president born in Hawaii | Randy Sowell | Shortz |
| Wed Sep 30, 2009 | 54D | "The Audacity of Hope" author (2) | Kevin G. Der | Shortz |
| Tue Aug 4, 2009 | 71A | President born on August 4, whose name can be found backward in 17-, 31-, 47- and 63-Across | Alan Arbesfeld | Shortz |
| Thu May 21, 2009 | 53D | "The Audacity of Hope" author (2) | Patrick Blindauer | Shortz |
| Tue Apr 21, 2009 | 49A | "Yes we can" sloganeer | Ronald J. and Nancy J. Byron | Shortz |
| Thu Apr 9, 2009 | 10D | Only president born in Hawaii | Patrick Blindauer and Tony Orbach | Shortz |
| Mon Apr 6, 2009 | 16A | President sworn in on Lincoln's Bible | Dustin Foley | Shortz |
| Wed Dec 3, 2008 | 8D | Winner of 2008 | Michael Blake | Shortz |
| Sun Oct 28, 2007 | 8A | Presidential candidate born in Hawaii | Ben Tausig | Shortz |
| Thu Oct 4, 2007 | 7D | Future senator who delivered the 2004 Democratic convention keynote address | Sheldon Benardo | Shortz |
| Mon Aug 20, 2007 | 14A | Politician who wrote "The Audacity of Hope" | Lynn Lempel | Shortz |
| Sun Apr 1, 2007 | 5D | "Dreams From My Father" writer | Paula Gamache | Shortz |
| Wed Jan 25, 2006 | 21D | Senator who wrote "Dreams From My Father" (2) | John Farmer | Shortz |
| Sat Jan 8, 2005 | 1A | Senator who wrote "Dreams From My Father" (2) | David Levinson Wilk | Shortz |