Yes, this does seem to be a duplicate of
https://bugs.launchpad.net/ubuntu/+source/plymouth/+bug/1359689.

I tried their suggested workaround and it worked for me, or at least it
now boots in text mode and prompts for the password successfully every
boot.

For posterity sake, here was the fix/workaround required:

$ sudo nano /etc/default/grub

Include the following parameter

GRUB_GFXPAYLOAD_LINUX=wxh

$ sudo update-grub

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https://bugs.launchpad.net/bugs/1375435

Title:
  Black screen instead of password prompt for boot encryption

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