It might be useful to have a running list of all the groups where this issue comes up regularly. Basically any group that is non-monophyletic but useful for a basic level of ID:
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Lichens (mostly Lecanoromycetes)
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Seaweed (Red algae, Brown algae, Green algae)
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Moths (Lepidoptera sans Papilionoidea)
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Gilled mushrooms (Agaricales, some Russulales, some Boletales)
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Mangroves (many components)
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Wasps (Hymenoptera excluding Anthophila, Formicidae, and some other groups)
There’s probably many more out there