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oxxrs
on Oct 4, 2019
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Auto-Antonyms
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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[1] https://en.wiktionary.org/wiki/heteronym
[2] https://www.merriam-webster.com/dictionary/resign