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I had a quick update on this as I was able to reproduce it.
if caffeinate is being run twice for whatever reason it only removes one instance from the blocking assertions list and causes renew to not display.
Steps to reproduce:
Run two instances of caffeinate -d and trigger Renew.
User reported on Slack that
caffeinate
was not being ignored for assertions:https://macadmins.slack.com/archives/C04FXLJB8GG/p1710965891604149?thread_ts=1710962743.534069&cid=C04FXLJB8GG
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