Dear Maintainer, Today I attempted to upgrade several security and non-security updates (must have been a point release) as usual. This system is not new, but was installed in September 2021 (huh, a year ago), and has rebooted fine ... probably not every week, but every month or so? This system was installed using mini.iso and telling it to encrypt the disk. This is all done the traditional way, with an unencrypted separate /boot partition (which debian-installer stupidly hard-codes to a tiny size so blocks kernel upgrades occasionally unless you aggressively prune them), and I've always done this in the past and never had any troubles before. I also had no problem with grub-pc 2.04-20 which ... hm, looking at dpkg.log that was the original version I first installed with? My desktop, which does not use an encrypted disk, accepted the grub-pc upgrade without error. (for that matter, why is grub getting upgraded at all on stable? It didn't come through the security ...) I can't even quit out of aptitude right now? It just keeps prompting in a loop ... Based on that prompt I just read from reportbug, it said grub shouldn't ever be trying to reinstall itself at all??? But it clearly is, and is failing. If I manage to hit ^S in the brief moments between fullscreen prompts, the last messages were: Then this repeats starting with "Installing for" in an infinite loop if the default/sane options are chosen in the menus. The popup screen says: It sounds like the safe answer is "No" but that's what leads to the infinite loop. The next screen (with no choice) is: And then (clearly /dev/sda is the only possible option here): (not shown: sda2 is the MBR extended partition, and sda5 is the logical partition just inside it, containing the encrypted LVM container thing. The installer, as always, is dumb and permanently calls it "sdb5", but this is just a harmless name. /dev/dm-2 is swap, and is (like dm-1) part of dm-0. Most of this is in the automatic data dump below, but it seems like encryption-related setup stuff is not dumped directly) One oddity I noticed is that if I run `cfdisk /dev/sda` (but not `fdisk` or `sfdisk`), it gives a strange warning: I have no idea why it thinks my hard drive has an iso9660 signature on it, but this is the closest thing I can imagine to why GRUB thinks it has "multiple partition labels". This hints that the root bug might actually be in some library becoming overaggressive in its autodetection (isn't ISO9660 is a terribly sloppy standard like TGA?). But GRUB is the only program I've seen that *exhibits* the bug. My *guesses* for how to allow `aptitude` to continue would be either: * use `cfdisk` and issue a write without changing anything, in hopes that whatever it thinks is an ISO9660 label will get wiped out and not lose anything important. * answer "yes" and hope that means my previously-working system gets left unchanged. With this bug, I have officially had more boot problems with Debian stable than I have on testing/sid machines. (though still nowhere near as much as trying to make EFI work for install in the first place). Thanks, - Ben