| Date | Grid | Clue | Author | Editor |
| Mon Feb 17, 2025 | 63A | "Not. Good." | Kate Hawkins and Erica Hsiung Wojcik | Shortz |
| Mon Aug 19, 2024 | 2D | "This can't be good!" (4) | Kenneth Cortes | Fagliano |
| Sat Mar 23, 2024 | 15A | Worrisome word from a barber | Sam Ezersky | Fagliano |
| Fri Jun 30, 2023 | 2D | *Gulp* (4) | Carly Schuna | Shortz |
| Wed Apr 26, 2023 | 44A | Unsettling cry to hear during a haircut | Aaron M. Rosenberg | Shortz |
| Mon Mar 20, 2023 | 13A | "Here comes trouble …" (9) | Adam Vincent | Shortz |
| Fri Mar 17, 2023 | 2D | [Gulp!] (4) | Carter Cobb | Shortz |
| Sun Jun 5, 2022 | 2D | "This is not good!" | Christina Iverson and Katie Hale | Shortz |
| Fri Apr 16, 2021 | 32D | "This looks bad" (3) | Tom Pepper | Shortz |
| Mon Apr 5, 2021 | 58D | "Here comes trouble ..." (9) | Zhouqin Burnikel | Shortz |
| Sat Oct 3, 2020 | 16A | "Brace yourselves!" | Brad Wilber and Doug Peterson | Shortz |
| Mon Aug 10, 2020 | 2D | "This doesn't look good ..." (3) | Lynn Lempel | Shortz |
| Thu Jul 23, 2020 | 17A | Swaying just before a disaster | Robyn Weintraub | Shortz |
| Thu May 14, 2020 | 10D | Worrisome word at a nuclear plant | Michael Schlossberg | Shortz |
| Mon Feb 10, 2020 | 34D | "Someone made a boo-boo!" | Bruce Haight | Shortz |
| Tue Jan 14, 2020 | 35D | "Here's trouble!" | Jim Peredo | Shortz |
| Tue Nov 12, 2019 | 35A | "This looks like trouble!" | Gabrielle Friedman and Jakob Weisblat | Shortz |
| Thu Mar 7, 2019 | 15D | [Gulp!] (4) | Brian Thomas | Shortz |
| Sun Jun 24, 2018 | 60D | "This is looking bad" (2) | Timothy Polin | Shortz |
| Sat Jun 2, 2018 | 10D | "Eeep!" (2) | Trenton Charlson | Shortz |
| Mon Jan 8, 2018 | 20A | "This can't be good" (4) | Sam Ezersky | Shortz |
| Fri Dec 30, 2016 | 33A | Dread line? | Patrick Berry | Shortz |
| Tue Nov 22, 2016 | 31D | "This doesn't look good" (3) | Andrew Zhou | Shortz |
| Sat Nov 19, 2016 | 43A | "A storm's a-brewin'" | Mary Lou Guizzo and Jeff Chen | Shortz |
| Sat Mar 12, 2016 | 29D | "Eeep!" (2) | Josh Knapp | Shortz |
| Tue Dec 1, 2015 | 37D | "Looks like trouble!" (3) | Dan Schoenholz | Shortz |
| Mon Sep 21, 2015 | 42A | "Here comes trouble!" (9) | Bruce Haight | Shortz |
| Tue Sep 15, 2015 | 10D | [Gulp!] (4) | Iain S. Padley | Shortz |
| Thu Jul 2, 2015 | 51A | "I'm dead" | Timothy Polin | Shortz |
| Sun May 24, 2015 | 105A | "This looks bad" (3) | Kevin G. Der | Shortz |
| Sat Mar 21, 2015 | 2D | Slip accompanier | Frederick J. Healy | Shortz |
| Mon Feb 23, 2015 | 16A | "This can't be good" (4) | Joel Fagliano | Shortz |
| Mon Aug 25, 2014 | 42D | "I'm in trouble now!" | Greg Johnson | Shortz |
| Wed May 14, 2014 | 37A | "This is looking bad!" (2) | Victor Barocas | Shortz |
| Thu Feb 6, 2014 | 32A | "That can't be good!" | Joe Krozel | Shortz |
| Sun Feb 2, 2014 | 57A | "Don't look now ..." | Dick Shlakman and Jeff Chen | Shortz |
| Mon Jan 27, 2014 | 5A | "Oops-a-daisy" | James Tuttle | Shortz |
| Fri Aug 2, 2013 | 35A | "We're in trouble now!" | Barry C. Silk | Shortz |
| Sun Jul 7, 2013 | 24A | "This might get ugly" (2) | Joel Fagliano | Shortz |
| Fri Nov 23, 2012 | 50D | "This could get ugly" | Patrick Berry | Shortz |
| Tue Oct 25, 2011 | 6D | "We're in trouble!" (3) | C. W. Stewart | Shortz |
| Tue Sep 13, 2011 | 7D | "Looks like I goofed" | Patrick McIntyre | Shortz |
| Mon Aug 29, 2011 | 21D | "This isn't looking good" (2) | Andrea Carla Michaels and Michael Blake | Shortz |
| Fri Jun 24, 2011 | 40A | "Here comes trouble!" (9) | Milo Beckman | Shortz |
| Thu Mar 24, 2011 | 52D | "This might get ugly!" (2) | Ian Livengood | Shortz |
| Sun Feb 14, 2010 | 61D | "This isn't good!" | Matt Ginsberg and Pete Muller | Shortz |
| Tue Sep 22, 2009 | 15A | "We're in trouble!" (3) | Gail Grabowski | Shortz |
| Fri Aug 15, 2008 | 48D | "This doesn't look good" (3) | Barry C. Silk | Shortz |
| Wed Jan 2, 2008 | 61A | "Yikes!" | Patrick Blindauer | Shortz |
| Wed Nov 28, 2007 | 56D | "Here comes trouble!" (9) | Ray Fontenot | Shortz |
| Fri Feb 2, 2007 | 39D | "Here comes trouble" (9) | David J. Kahn | Shortz |
| Fri May 5, 2006 | 2D | "Did I just do what I think I did?!" | Manny Nosowsky | Shortz |
| Sun Jan 29, 2006 | 7D | "Whoops!" (5) | Rich Norris | Shortz |
| Mon Dec 19, 2005 | 64A | "Things aren't looking good" | Richard Hughes | Shortz |
| Tue Jun 7, 2005 | 36D | "Now we're in for it!" | Lee Glickstein and Nancy Salomon | Shortz |
| Tue Mar 15, 2005 | 24D | "Looks like trouble!" (3) | Gail Grabowski | Shortz |
| Wed Oct 27, 2004 | 29D | "Whoops!" (5) | Nathaniel Weiss | Shortz |
| Sun Jun 20, 2004 | 123A | "Oops!" (5) | Manny Nosowsky | Shortz |
| Wed Nov 26, 2003 | 7D | "This means trouble!" | Tyler Hinman | Shortz |
| Wed Oct 29, 2003 | 3D | "Start worrying" | Manny Nosowsky | Shortz |
| Thu Jul 31, 2003 | 2D | "This can't be good" (4) | Paula Gamache | Shortz |
| Fri Sep 20, 2002 | 9D | Goof follower | Kevin Hagen | Shortz |
| Mon Nov 26, 2001 | 34D | "This looks bad" (3) | Bette Sue Cohen | Shortz |
| Tue Oct 30, 2001 | 35A | "We're in trouble" (3) | Barbara Olson | Shortz |
| Tue Jul 3, 2001 | 32D | Comment after an accident | Randall J. Hartman | Shortz |
| Thu Jun 14, 2001 | 57D | "That doesn't sound good" | Mark Diehl | Shortz |
| Tue May 22, 2001 | 2D | "I think I goofed" | John D. Leavy | Shortz |
| Fri May 4, 2001 | 24D | Worrisome remark by a surgeon | Elizabeth C. Gorski | Shortz |
| Sun Dec 17, 2000 | 2D | Slip acknowledgment | Frances Hansen | Shortz |
| Thu Sep 21, 2000 | 29D | "Oops..." (5) | Elizabeth C. Gorski | Shortz |
| Tue May 16, 2000 | 33A | "This is bad!" | Peter Gordon | Shortz |
| Wed Apr 19, 2000 | 14A | "Looks like trouble!" (3) | Frances Hansen | Shortz |
| Sun Apr 9, 2000 | 114D | Concerned expression | Joe DiPietro | Shortz |
| Thu Mar 30, 2000 | 33D | Post-accident utterance | Randolph Ross | Shortz |
| Thu Oct 7, 1999 | 16A | "This isn't looking good..." (2) | Kelly Clark | Shortz |
| Fri May 21, 1999 | 15A | Catch phrase? | Martin Ashwood-Smith | Shortz |
| Wed Apr 14, 1999 | 61D | "Look out..." | Alan Arbesfeld | Shortz |
| Mon Mar 1, 1999 | 7D | Apprehension expression | Ed Early | Shortz |
| Wed Jan 27, 1999 | 16A | "Oops!" (5) | Leslie Billig | Shortz |
| Wed Oct 14, 1998 | 59A | Bad thing to hear at a checkup | Jay Sullivan | Shortz |
| Thu Aug 27, 1998 | 6D | "Oops!" (5) | Henry Hook | Shortz |
| Sun Jun 28, 1998 | 38D | Unsettling comment from a pilot | Fred Piscop | Shortz |
| Sun May 3, 1998 | 65D | "Here comes trouble!" (9) | Brendan Emmett Quigley | Shortz |
| Mon Jan 26, 1998 | 16A | "Here comes trouble!" (9) | Eileen Lexau | Shortz |
| Mon Jan 12, 1998 | 61A | "Whoops!" (5) | John Greenman | Shortz |
| Wed Mar 5, 1997 | 67A | "Whoops!" (5) | Michael S. Maurer | Shortz |
| Wed Sep 27, 1995 | 25D | "Oops!" (5) | David J. Kahn | Shortz |
| Tue Oct 25, 1994 | 14A | "Whoops" (5) | Lois Sidway | Shortz |
| Sat Jul 16, 1994 | 64A | "Here comes trouble!" (9) | Mark Diehl | Shortz |
| Sun May 1, 1994 | 20A | Expression of trouble | Peter Gordon | Shortz |