"Not yet ready Retrying in another 19 seconds"
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"Not yet ready
Retrying in another 19 seconds"Could the reboot time be recorded from a previous upgrade (or from wtmp), and could the expected retry interval be based on that recorded information?
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Not reliably because an upgrade could take significantly longer depending on what needs updated, packages installed, etc. Better to let it just keep retrying.
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Edit: my pfsense gives up retrying after a while, but it always come back.