| 2026-06-16 | Place for the highest-scoring golfer |
| 2025-11-09 | Hold up well |
| 2025-02-06 | Stick it out |
| 2024-12-10 | Final |
| 2024-07-15 | Bringing up the rear |
| 2024-06-29 | Have legs |
| 2024-05-30 | Hold up |
| 2024-03-31 | Survive |
| 2024-02-08 | Where trailers wind up |
| 2024-01-27 | Weather the storm |
| 2023-06-07 | Go the distance |
| 2023-02-26 | Booby prize winner's place |
| 2023-01-17 | Stick around awhile |
| 2022-11-03 | Anchor's position |
| 2022-06-27 | Like the caboose among all the cars on a train |
| 2022-06-13 | Stand the test of time |
| 2021-10-22 | Hold up |
| 2021-06-02 | Persist |
| 2021-05-13 | Have legs, so to speak |
| 2021-02-28 | Like a senior year |
| 2020-12-23 | Word with dance or chance |
| 2020-09-08 | Winning the booby prize |
| 2020-06-23 | Persist |
| 2019-09-17 | Bringing up the rear |
| 2019-08-31 | Like Leo XIII among all popes named Leo |
| 2018-09-20 | In the cellar |
| 2017-08-29 | Like omega, in the Greek alphabet |
| 2017-02-24 | Take a while to wear off |
| 2016-08-14 | Like a headlining act, typically |
| 2016-03-29 | Z's position |
| 2016-02-09 | Hold out |
| 2015-08-16 | Like "Annabel Lee" among all Poe poems |
| 2015-03-24 | Winning the booby prize |
| 2015-01-25 | Have legs |
| 2014-03-31 | Like this clue among all the Acrosses |
| 2014-03-27 | Hindmost |
| 2014-03-15 | Bad way to finish |
| 2014-01-05 | Endure |
| 2013-04-09 | Like Z, alphabetically |
| 2012-11-02 | Have legs |
| 2012-08-16 | In the cellar |
| 2011-08-20 | In a bad place? |
| 2011-02-02 | Remain |
| 2010-11-11 | Endure |
| 2010-09-14 | Endure |
| 2010-08-31 | In the cellar |
| 2009-05-11 | Finishing 11th out of 11, e.g. |
| 2009-02-06 | Keep |
| 2008-11-27 | Caboose's place |
| 2008-04-20 | In the cellar |
| 2007-11-12 | Bringing up the rear |
| 2007-10-19 | Trailer's place |
| 2007-06-25 | Final |
| 2007-04-19 | Wear well |
| 2007-01-08 | Bringing up the rear |
| 2006-11-04 | Wear |
| 2006-09-10 | Place trailers are in |
| 2006-06-23 | Not fizzle out |
| 2006-06-20 | " … and the ___ shall be first": Matthew |
| 2006-06-11 | Survive |
| 2006-04-17 | Endure |
| 2006-03-07 | Go the distance |
| 2004-11-30 | Stay to the finish |
| 2004-09-10 | Go on |
| 2004-07-19 | Bringing up the rear |
| 2003-10-19 | Rounding out |
| 2003-04-09 | In the cellar |
| 2002-09-22 | Go on |
| 2002-01-13 | Hold up |
| 2001-06-27 | Hang in there |
| 2001-05-28 | Which words to read in 20-, 38- and 53-Across to get a warm welcome |
| 2001-02-22 | Up-to-the-minute |
| 2000-08-11 | Definitive |
| 2000-06-13 | Remain in good shape |
| 2000-05-04 | Conclusive |
| 1999-12-21 | Taking the booby prize |
| 1999-07-07 | Shoe filler |
| 1999-04-13 | In the cellar |
| 1999-04-12 | Endure |
| 1998-10-07 | Bringing up the rear |
| 1998-06-14 | Wear well |
| 1997-10-07 | Survive |
| 1997-09-22 | Wear well |
| 1997-07-07 | Word before laugh or straw |
| 1997-06-05 | Cellar dweller's place |
| 1997-04-13 | Hold up |
| 1997-02-10 | Endure |
| 1997-01-06 | Endure |
| 1996-12-22 | Cobbler's form |
| 1996-06-27 | Weather |
| 1996-05-18 | Wear well |
| 1995-12-01 | Third of three |
| 1995-11-10 | In the rear |
| 1995-03-12 | Z-like |
| 1994-12-25 | Wear well |
| 1994-10-11 | Go on |
| 1994-06-11 | Be steadfast |
| 1994-04-18 | _____ hurrah |
| 1994-02-15 | Ultimate |
| 1994-02-07 | Endure |