Comment 65 for bug 1879980

John, thanks a lot for your report! Definitely we don't want to delay boots - although I'm happy to hear that eventually it boots. Can you send me logs so I can understand what's going on?
My suggestion is to follow the steps below (as root user):

(0) [optional] Force a log rotation, in order we only capture the relevant/latest data:
logrotate -f /etc/logrotate.conf ;

(1) Add "debug ignore_loglevel" to your kernel command-line (usually done by editing /etc/default/grub or /etc/default/grub.d/[somefile]); update grub after editing the conf file (through "update-grub" tool);

(2) Now that'll seem a bit counter-intuitive: reboot the machine, and all initramfs-tools verbose output will go to a file, *including* the password requests for LUKS (I'm not sure why this happens, I feel it's bug but we can live with that for now, to collect your data). So your system might seem hung - write the password and press ENTER how many times it's usually asked (when system appears hung) - hopefully you manage to boot your system, even if takes a while.

(3) Collect 2 files and attach them here please: "/var/log/syslog" and "/run/initramfs/initramfs.debug".

Hopefully with that I can understand exactly what's causing this weird behavior in your setup.
Cheers,

Guilherme