| Lose it all |
Newsday |
17 Aug 2025 |
| Become bankrupt (2,4) |
Mirror Classic |
31 Jul 2025 |
| Fail, like a business |
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| Lose all of one's dough |
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| Lose it all at the casino |
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| Lose one's shirt, ultimately bearing torso and chest |
The Telegraph Cryptic |
20 Dec 2023 |
| Lose one's shirt, ultimately bearing torso and chest (2,4) |
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| Lose one's shirt, say |
New York Times |
03 May 2023 |
| Live beyond one's means, and then some |
Universal |
23 Apr 2022 |
| Become bankrupt |
USA Today |
01 Apr 2022 |
| Hit rock bottom, financially |
Universal |
09 Sep 2021 |
| Flop |
New York Times |
10 Oct 2020 |
| Lose one's shirt |
The Washington Post |
09 Jan 2019 |
| Lose one's shirt |
LA Times Daily |
09 Jan 2019 |
| Lose one's shirt |
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| Fail financially |
USA Today |
28 Sep 2018 |
| Lose an all-in hand, say |
New York Times |
12 Aug 2018 |
| Lose an all-in hand, say |
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| Fail financially |
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| Lose one's shirt |
Eugene Sheffer |
15 Mar 2017 |
| Become bankrupt |
Thomas Joseph |
29 Oct 2015 |
| Tank |
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| Tank |
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| Fail |
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| Lose it all |
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| Fail |
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| Lose it all |
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| Lose one's shirt, in business |
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| Totally fail |
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| Lose one's shirt |
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| Lose everything |
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| Lose everything |
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| Experience bankruptcy |
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| Lose everything |
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| Lose everything |
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| Become bankrupt: Slang |
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