| 2026-08-10 | "Heads, I win. Tails, you ___!" (sneaky coin flip agreement) |
| 2025-01-15 | Leave behind |
| 2025-01-03 | Ditch |
| 2024-10-26 | Fail to tail |
| 2023-08-16 | Come up short |
| 2023-05-13 | Leave in the dust |
| 2022-12-26 | Finish last, say |
| 2022-08-28 | Go down, in a way |
| 2022-07-19 | Misplace |
| 2022-04-20 | Shake, as a tail |
| 2021-08-16 | Finish second, say |
| 2021-08-06 | With 10-Down, miss the boat |
| 2021-05-14 | Go down |
| 2021-03-05 | Ditch |
| 2020-08-26 | Ditch |
| 2020-08-08 | Ditch |
| 2020-05-06 | Be bested |
| 2020-02-20 | Go down |
| 2019-08-12 | Misplace |
| 2019-07-23 | Misplace |
| 2019-06-26 | Come up short |
| 2018-02-05 | Misplace |
| 2017-09-07 | Hit the top in Tetris, e.g. |
| 2017-03-20 | Finish second |
| 2015-07-07 | Misplace |
| 2015-04-06 | Take off, as weight |
| 2015-01-15 | Bow (to) |
| 2014-10-19 | Shake |
| 2014-09-20 | Shake |
| 2014-08-31 | Get whipped |
| 2013-09-04 | Take the booby prize |
| 2013-03-20 | Mislay |
| 2013-01-07 | Misplace |
| 2012-04-18 | Leave in the dust |
| 2012-01-04 | Come up short |
| 2011-08-25 | Go home empty-handed, say |
| 2010-08-27 | Get blitzed |
| 2010-06-21 | Get whipped |
| 2009-09-10 | Get checkmated |
| 2008-07-14 | Score the 3 in a 4-3 game |
| 2007-12-28 | Place, e.g. |
| 2007-10-18 | Shake, in a way |
| 2007-04-09 | Come in last |
| 2007-01-10 | Get checkmated |
| 2007-01-04 | Shake |
| 2006-08-31 | Place last, say |
| 2006-02-14 | Take the booby prize |
| 2005-07-13 | Ditch |
| 2005-06-11 | Shake |
| 2004-11-14 | Shake |
| 2004-09-21 | Leave in the dust |
| 2003-10-07 | Leave behind |
| 2003-05-28 | Give the slip to |
| 2002-10-04 | Shake off |
| 2002-09-16 | Misplace |
| 2002-09-07 | Get rid of |
| 2002-08-04 | Alternative to draw |
| 2002-06-06 | Get whipped |
| 2002-04-15 | Misplace |
| 2002-01-14 | Mislay |
| 2001-12-14 | Shake |
| 2001-09-09 | Shake |
| 2001-08-13 | Forfeit |
| 2001-07-15 | Fail to medal |
| 2001-07-07 | With 5-Across, blow a fuse |
| 2001-05-06 | Ditch |
| 2001-03-21 | Shake off |
| 2001-02-04 | Shake |
| 2001-01-04 | Squander |
| 2000-03-07 | Get checkmated |
| 1999-08-25 | Give the slip to |
| 1999-06-04 | Leave in the dust |
| 1999-05-20 | Fall (to) |
| 1999-03-26 | Word before face or heart |
| 1998-10-14 | Come in behind the others |
| 1998-05-28 | Waste |
| 1998-05-11 | Misplace |
| 1998-04-08 | Meet one's Waterloo |
| 1998-02-28 | Be deprived of |
| 1998-02-05 | Shed |
| 1997-11-25 | Come in last |
| 1997-04-23 | Mislay |
| 1997-03-22 | Suffer deprivation |
| 1996-12-24 | Give the slip to |
| 1996-07-01 | Mislay |
| 1996-03-04 | Be beaten |
| 1996-01-31 | Get upset |
| 1995-12-05 | Forfeit |
| 1995-08-31 | Miss out on a prize |
| 1995-07-01 | Shake, so to speak |
| 1995-03-22 | Come in second |
| 1995-02-12 | Give the slip to |
| 1995-01-18 | Mislay |
| 1994-11-24 | Shed |
| 1994-10-04 | Misplace |
| 1994-09-25 | Forfeit |
| 1994-09-12 | Mislay |
| 1994-08-30 | Misplace |
| 1994-07-22 | Shake, in away |
| 1994-03-08 | Mislay |
| 1994-02-20 | Make a successful getaway from |