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I have a headcanon that after being convicted and sent to Azkaban, Umbridge sent letters to high ranking members of the Ministry of Magic to lighten or lift her sentence, including Minister of Magic himself. However, when Hermione became Minister of Magic, the letters stopped either because Umbridge knew HErmione would never lighten her sentence or because Umbridge would rather rot in Azkaban than ask Hermione or Harry for help.