| 2026-07-20 | Blue state? |
| 2026-06-09 | Deep sorrow |
| 2026-05-25 | Anguish |
| 2026-01-18 | Trouble |
| 2026-01-05 | Misfortune |
| 2025-11-16 | Tribulation |
| 2025-08-18 | "___ is me!" |
| 2025-03-09 | Trouble |
| 2025-02-24 | "___ is me!" |
| 2024-10-15 | "Wednesday's child is full of ___" (nursery rhyme line) |
| 2024-08-22 | Heartache |
| 2024-04-25 | Misfortune |
| 2024-01-01 | Deep sorrow |
| 2023-11-14 | Deep grief |
| 2023-06-26 | Deep sorrow |
| 2023-03-24 | Affliction |
| 2023-03-10 | Trouble |
| 2022-11-30 | Deep grief |
| 2022-10-19 | Grief-stricken state |
| 2022-03-02 | Sorrow |
| 2022-01-13 | "The sweetest joy, the wildest ___ is love": Pearl Bailey |
| 2021-10-30 | Wretchedness |
| 2021-09-12 | What "vey" of "Oy, vey!" translates to |
| 2021-07-29 | Grief |
| 2021-06-23 | Ill |
| 2021-04-29 | Hardship |
| 2021-01-17 | Trouble |
| 2020-11-16 | "___ unto them that call evil good, and good evil": Isaiah |
| 2020-11-09 | Tribulation |
| 2020-11-08 | Trial |
| 2020-11-01 | Heartbreak |
| 2020-10-11 | Trouble |
| 2020-09-01 | Sorrow |
| 2020-08-24 | Tale of ___ |
| 2020-08-11 | "___ is me!" |
| 2020-07-03 | Heartache |
| 2020-03-18 | Great distress |
| 2020-02-29 | Down state? |
| 2019-10-31 | Trouble |
| 2019-10-09 | Misfortune |
| 2019-10-02 | Misfortune |
| 2019-04-21 | "___ is me!" |
| 2019-03-16 | Job experience? |
| 2017-07-28 | "O, ___ the day!" (exclamation from Miranda in "The Tempest") |
| 2017-06-01 | Misfortune |
| 2017-05-17 | Hand-wringer's emotion |
| 2017-04-24 | "___ is me!" |
| 2017-03-05 | Poverty, e.g. |
| 2016-01-07 | Blue state? |
| 2015-09-02 | Hand-wringer's word |
| 2015-08-10 | Misfortune |
| 2015-06-27 | Cause of dejection |
| 2015-04-20 | Sorrow |
| 2015-03-25 | Agony |
| 2015-03-24 | Trouble |
| 2015-03-09 | "___ is me!" |
| 2015-02-19 | Heartache |
| 2015-02-11 | Tribulation |
| 2015-02-02 | "___ is me!" |
| 2014-11-02 | Ill |
| 2014-07-15 | "___ unto him ..." |
| 2013-04-04 | Tribulation |
| 2012-10-30 | Trial |
| 2012-03-29 | Blue state? |
| 2011-08-31 | Trouble |
| 2011-02-13 | Heartache |
| 2010-10-22 | Sob story subject |
| 2010-09-03 | What any of the Four Horsemen symbolizes |
| 2010-02-01 | Misery |
| 2009-08-03 | Anguish |
| 2009-07-12 | With 51-Down, cry of sorrow |
| 2008-10-16 | Heartbreak |
| 2008-03-12 | Cry of grief |
| 2007-12-31 | Misery |
| 2007-11-13 | Reason to cry "Alas!" |
| 2007-09-02 | Bad news |
| 2007-05-22 | Misery |
| 2007-02-23 | Affliction |
| 2007-01-03 | The "vey" in "oy vey" |
| 2006-12-10 | With 37-Down, popular book on grammar |
| 2006-03-30 | Topic of some tales |
| 2006-02-05 | The "vey" of "oy vey!" |
| 2006-02-02 | Unfortunate condition |
| 2005-03-10 | Tsuris, so to speak |
| 2005-01-16 | Doomsayer's cry |
| 2004-10-30 | Blue state? |
| 2004-09-26 | Suffering |
| 2004-04-29 | Misfortune |
| 2003-12-07 | Heartache |
| 2003-10-01 | Misery |
| 2003-03-19 | Distress |
| 2002-12-03 | Suffering |
| 2002-07-02 | Hardship |
| 2002-06-21 | Heartache |
| 2002-03-26 | Misery |
| 2002-03-19 | Misfortune |
| 2002-01-10 | Trouble |
| 2001-01-15 | Grief |
| 2000-08-30 | Misfortune |
| 2000-05-13 | "Oh, ___!" |
| 2000-01-20 | Anguish |
| 1999-10-31 | Job experience? |
| 1999-10-22 | Trial and tribulation |
| 1999-06-13 | Trial |
| 1999-05-16 | Lot for Wednesday's child |
| 1999-02-17 | Agony |
| 1998-10-25 | Fate of Wednesday's child |
| 1998-05-15 | Weal's opposite |
| 1998-02-03 | Grief |
| 1998-01-19 | Trouble |
| 1997-05-27 | "___ is me!" |
| 1996-10-20 | Trouble |
| 1995-12-15 | Me, to a griever? |
| 1995-09-06 | Trouble |
| 1995-04-08 | Calamity |
| 1994-10-23 | Me, it's often said |
| 1994-07-26 | Tale of _____ |
| 1994-07-13 | Job's lot |