Historical clue formulations

• Bottom of the barrel — 2024-09-17
• ___-case scenario — 2022-11-07
• Lowest of the low — 2021-12-20
• Trounce — 2020-02-29
• Drub — 2019-12-06
• Ranking 50th among all states, say — 2019-04-28
• Defeat — 2018-09-02
• So, so awful, with "the" — 2017-02-26
• Razzie Award word — 2016-10-18
• Defeat — 2014-12-11
• Least skillful — 2012-06-13
• Most egregious — 2012-02-28
• Beat in a match — 2009-05-26
• Defeat — 2008-07-04
• Most base — 2007-08-12
• "What's the ___ that can happen?" — 2005-01-03
• Most appalling — 2003-05-30
• Get the better of — 2003-01-30
• Beat — 2002-07-28
• Least good — 2002-05-27
• ___ case — 2002-03-17
• Least desirable — 2000-02-21
• Defeat — 1999-11-07
• "What's the ___ that could happen?" — 1997-09-16
• Defeat — 1997-02-19
• Deserving the booby prize — 1996-12-16
• Defeat — 1996-07-08