[pkg-cryptsetup-devel] Bug#1137532: cryptroot-unlock: Error: Timeout reached while waiting for askpass.

[Guilhem Moulin]

Hi Holger!

On Sun, 24 May 2026 at 20:53:06 +0000, Holger Levsen wrote:
> The root fs is on an md array, nothing fancy really.
>
> With linux-image-6.12.74 i can boot as always, that is, log in via
> ssh, run cryptroot-unlock and then the server boots.
>
> With the newer kernels this doesnt work anymore:

Are you able to unlock manually using cryptsetup(8) from that SSH
session?  If not, please share the output using the --debug flag.

It might be that a module is missing, or perhaps on the newer kernel the
block device holding hasn't shown up yet for some reason?  See
https://cryptsetup-team.pages.debian.net/cryptsetup/README.debug.html
to debug the boot script and see what it's doing instead of launching
askpass.  (You should be able to get a shell in the premount stage via
SSH too, but need to set the `break=premount` boot option first.)

Hope that helps :-)
-- 
Guilhem.