The messages from aptermlog seem relevant:
update-initramfs: Generating /boot/initrd.img-4.15.0-38-generic
cryptsetup: WARNING: Option 'size' missing in crypttab for plain dm-crypt
mapping cryptswap1. Please read /usr/share/doc/cryptsetup/README.initramfs
and
add the correct 'size' option to your crypttab(5).
cryptsetup: ERROR: Couldn't resolve device /swapfile
cryptsetup: WARNING: Resume target cryptswap1 uses a key file
update-initramfs: Generating /boot/initrd.img-4.15.0-36-generic
cryptsetup: WARNING: Option 'size' missing in crypttab for plain dm-crypt
mapping cryptswap1. Please read /usr/share/doc/cryptsetup/README.initramfs
and
add the correct 'size' option to your crypttab(5).
cryptsetup: ERROR: Couldn't resolve device /swapfile
cryptsetup: WARNING: Resume target cryptswap1 uses a key file
** Package changed: ubuntu-release-upgrader (Ubuntu) => cryptsetup
(Ubuntu)
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https://bugs.launchpad.net/bugs/1802617
Title:
After upgrade to 18.10 boot fails on waiting for encrypted source
device
To manage notifications about this bug go to:
https://bugs.launchpad.net/ubuntu/+source/cryptsetup/+bug/1802617/+subscriptions
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