At some, long ago, the Ubuntu installer was offering to use zfs for the boot and root partitions. That sounded like a good idea and worked great for a long time, automatic snapshots, options to restore state at boot etc.
Until my generous boot partition started to run out if space with all the snapshots (which were setup automatically and no obvious way to configure) OK no big deal, write a bash script that finds the old snapshots and delete them manually whenever boot is full again.
Then one day recently my laptop wouldn’t boot anymore, Grub could no longer read the zfs on boot. Managed to boot with USB installation image, read zsf and chroot. Tried alot of things but in the end killed zfs and replace with ext4. Then made it boot again.