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Unenviable

usgb/ʌnˈenviəbl/Volume
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Negative ContextPlay
Often used when a situation is tough or thankless, suggesting no one would want it. SlideHe faced the unenviable challenge of climbing the mountain in bad weather.
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Sympathy or PityPlay
Can show sympathy towards someone who has to deal with a bad situation. SlideWith an unenviable amount of work ahead, she truly deserves our sympathy.
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Signaling RespectPlay
May express respect for someone taking on a hard role despite its disadvantages. SlideHe has the unenviable job of negotiating with the protesters.