Sorry for the necropost... I was running into this issue and found a way to fix it.

I edited /etc/grub.d/00_header - look for the line a few pages down with timeout = -1  and change the -1 to something positive (I use 5), save the file, then run update-grub2.  That line tells grub to show the menu for whatever amount of time after an unexpected error.  -1 means show the menu till someone provides input.  My rigs are unattended, so I want them to boot no matter what.

The fsck after that is another story.  I have no work around for a machine that's stuck waiting for input at the fsck.  But you won't always have disk errors, so most of the time it will boot and resume mining if you've told it to do so.