Historical clue formulations

• When repeated, leading only to bad outcomes — 2026-09-09
• "Heads, I win. Tails, you ___!" (sneaky coin flip agreement) — 2026-08-10
• Leave behind — 2025-01-15
• Ditch — 2025-01-03
• Fail to tail — 2024-10-26
• Come up short — 2023-08-16
• Leave in the dust — 2023-05-13
• Finish last, say — 2022-12-26
• Go down, in a way — 2022-08-28
• Misplace — 2022-07-19
• Shake, as a tail — 2022-04-20
• Finish second, say — 2021-08-16
• With 10-Down, miss the boat — 2021-08-06
• Go down — 2021-05-14
• Ditch — 2021-03-05
• Ditch — 2020-08-26
• Ditch — 2020-08-08
• Go down — 2020-02-20
• Misplace — 2019-08-12
• Misplace — 2019-07-23
• Come up short — 2019-06-26
• Misplace — 2018-02-05
• Hit the top in Tetris, e.g. — 2017-09-07
• Finish second — 2017-03-20
• Misplace — 2015-07-07
• Take off, as weight — 2015-04-06
• Bow (to) — 2015-01-15
• Shake — 2014-10-19
• Shake — 2014-09-20
• Get whipped — 2014-08-31
• Take the booby prize — 2013-09-04
• Mislay — 2013-03-20
• Misplace — 2013-01-07
• Leave in the dust — 2012-04-18
• Come up short — 2012-01-04
• Go home empty-handed, say — 2011-08-25
• Get blitzed — 2010-08-27
• Get whipped — 2010-06-21
• Score the 3 in a 4-3 game — 2008-07-14
• Place, e.g. — 2007-12-28
• Shake, in a way — 2007-10-18
• Come in last — 2007-04-09
• Get checkmated — 2007-01-10
• Shake — 2007-01-04
• Place last, say — 2006-08-31
• Take the booby prize — 2006-02-14
• Ditch — 2005-07-13
• Shake — 2005-06-11
• Shake — 2004-11-14
• Leave in the dust — 2004-09-21