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“debilitating”
debilitate (verb), debilitates; debilitated; debilitating
1. To deprive someone or something of strength and normal physical capacity and so feeling exhausted: Sharon was debilitated by the excessive hot weather and so she felt abnormally tired and incapacitated mentally and physically.

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One financial set back after another one can debilitate a company's prospects for continuing to stay in business.
2. Etymology: from Latin debilitat, the past participle of debilitare, "to weaken"; from debilitas, "weakness".The cartoon below has an error in the woman's usage of "debilitating day" because she is expressing it as an adjective and not as a verb.

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debilitating (adjective), more debilitating, most debilitating
Pertaining to the reduction of someone's strength or energy: Joyce had a debilitating week at work because her colleague was on vacation and so she had to complete the assignments for two people instead of the normal responsibilities.