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Resign doesn’t really belong on this list. It isn’t an antonym of itself. Resign and resign are homographs with opposite(ish) meanings.

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Yeah, but that's a really challenging line to draw diachronically.

For example, clip = to fasten originates from Old English `clyppan` (to embrace/clasp/surround), while clip = to cut originates somewhere Scandanavian, as in Old Norse' `klippa` (to clip/shear). Are those still homographs? I think a fair number of the list items are the result of convergent evolution.

Homographs are words that are written identically. I don't understand what you're trying to ask - the etymology of a word is not at all relevant to how it's spelled.

it's relevant to whether it's a homograph

No, it isn't. The spelling, and only the spelling, determines whether it's a homograph, because that's what "homograph" means.

Etymology is relevant to whether two words are cognates.

If the multiple meanings are merely variations on the same etymology, it’s not a homograph, it’s just a word with multiple meanings.

It's a heteronym, see[1]. And etymologically they seem to be related, the sense "quit" dating back to the 14th century while the sense "sign again" a more recent addition, 19th century [2]

[1] https://en.wiktionary.org/wiki/heteronym

[2] https://www.merriam-webster.com/dictionary/resign

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