| Date | Grid | Clue | Author | Editor |
| Sun Nov 17, 2024 | 90D | Singer in the '24 documentary "The Greatest Love Story Never Told" | Rebecca Goldstein and Ariela Perlman | Fagliano |
| Thu May 30, 2024 | 35D | Noted singer/actress from the Bronx, familiarly | Royce Ferguson | Fagliano |
| Thu Apr 11, 2024 | 51A | "This is Me ... Now" singer, familiarly | Dan Caprera | Fagliano |
| Sun Dec 24, 2023 | 69D | "Hustlers" star, familiarly | Drew Schmenner | Shortz |
| Thu Mar 9, 2023 | 5D | Singer at the Biden/Harris inauguration, familiarly | Simeon Seigel | Shortz |
| Thu Mar 10, 2022 | 57D | "Hustlers" co-star, informally | John Westwig | Shortz |
| Fri Mar 5, 2021 | 25A | Co-performer with Shakira at Super Bowl LIV, informally | Sridhar Bhagavathula | Shortz |
| Mon Feb 8, 2021 | 21D | Musical artist "from the block," familiarly | Portia Lundie | Shortz |
| Tue Dec 17, 2019 | 16A | Part of Bennifer, once | David Levinson Wilk | Shortz |
| Wed Oct 9, 2019 | 3D | Star of 2019's "Hustlers," informally | Alan Arbesfeld | Shortz |
| Sun Sep 29, 2019 | 118D | Eponymous 2001 #1 album | Tom McCoy | Shortz |
| Sun Sep 1, 2019 | 109D | Bronx-born singer, familiarly | Finn Vigeland | Shortz |
| Fri Mar 29, 2019 | 19A | Pop nickname that was the title of a 2001 4x platinum album | Martin Ashwood-Smith | Shortz |
| Fri Oct 19, 2018 | 52A | 4x platinum album of 2001 (2) | Trenton Charlson | Shortz |
| Mon Sep 3, 2018 | 59D | Singer and former "American Idol" judge, familiarly | Trent H. Evans | Shortz |
| Fri Dec 29, 2017 | 59D | 4x platinum 2001 album with the #1 hit "I'm Real" | David Steinberg | Shortz |
| Tue Oct 31, 2017 | 30D | Self-titled #1 pop album of 2001 | Alex Eaton-Salners | Shortz |
| Tue Feb 7, 2017 | 28A | "Let's Get Loud" singer, affectionately | Finn Vigeland | Shortz |
| Thu May 5, 2016 | 45A | '01 album that knocked the Beatles' "1" off the #1 spot | David Poole | Shortz |
| Sun Dec 20, 2015 | 53A | "The Boy Next Door" star, to fans | Peter Wentz | Shortz |
| Sun Oct 4, 2015 | 13A | Pop star with the fragrance Miami Glow | Jeremy Newton | Shortz |
| Sun Feb 15, 2015 | 127A | "Maid in Manhattan" star, informally | Ellen Leuschner and Jeff Chen | Shortz |
| Fri May 2, 2014 | 21D | Celeb who got the 2,500th star on the Hollywood Walk of Fame in 2013 | Brendan Emmett Quigley | Shortz |
| Sun Mar 30, 2014 | 118D | "Selena" star, to her fans | Peter A. Collins | Shortz |
| Sun Mar 3, 2013 | 51D | Former "Idol" judge | Samuel A. Donaldson | Shortz |
| Sun Feb 12, 2012 | 72A | Singer/actress with a simultaneous #1 album and #1 film, familiarly | Kurt Mueller | Shortz |
| Fri Nov 4, 2011 | 51D | 2001 album featuring "Love Don't Cost a Thing" | Patrick Berry | Shortz |
| Sun Jan 23, 2011 | 88A | *4x platinum album of 2001 (2) | Chris A. McGlothlin | Shortz |
| Wed Nov 10, 2010 | 27D | "Selena" star, familiarly | Samuel A. Donaldson | Shortz |
| Fri Sep 17, 2010 | 10A | 2001 #1 album with the hit "Love Don't Cost a Thing" | Jonah Kagan, Brown University '13 | Shortz |
| Wed Mar 10, 2010 | 9D | Selena portrayer, familiarly | Gary Steinmehl | Shortz |
| Wed Dec 16, 2009 | 54A | Four-time platinum album of 2001 | David J. Kahn | Shortz |
| Fri Oct 23, 2009 | 8D | Quadruple-platinum 2001 album | Barry C. Silk | Shortz |
| Mon Nov 5, 2007 | 61D | Female singer's 2001 album that debuted at #1 | Jeremy Horwitz | Shortz |
| Sat Oct 7, 2006 | 25A | 2001 album that debuted at #1 | David Quarfoot | Shortz |
| Mon Oct 3, 2005 | 15A | Multiplatinum album with the 2002 hit "Ain't It Funny" | Roy Leban | Shortz |
| Sun Jun 26, 2005 | 76A | 2001 album with the #1 hit "Ain't It Funny" | Joe DiPietro | Shortz |
| Sun Dec 26, 2004 | 70A | "I'm Real" singer's nickname | Hal Turner | Shortz |
| Fri Jan 16, 2004 | 55D | Best-selling album of 2001 | Manny Nosowsky | Shortz |
| Thu Mar 7, 2002 | 46A | Self-titled 2001 #1 album | Elizabeth C. Gorski | Shortz |