I think this is more likely to be a grub-pc bug. The debconf messages
are just warnings. I've squashed the teletype one upstream; the stack
one isn't as easy to spot since the cause is further up the call chain,
but nevertheless I think it's unlikely to be the source of the loop.
Can you reproduce this? If so, could you please set DEBCONF_DEBUG='.*'
in the environment and try it again? The output should help.
Also, are you running this upgrade noninteractively? (If you are, don't
stop doing so - I just want to confirm this.)
status incomplete
** Changed in: debconf (Ubuntu)
Status: New => Incomplete
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grub-pc upgrade crashing in stack.pm
https://bugs.launchpad.net/bugs/545647
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