About the encrypted swap (since david and you solved the upgrade problem): I had that same issue when creating it on Trisquel. I have found a solution based on that sole line in /etc/crypttab (where /dev/sda1 is my swap partition, yours may be different!): cryptswap1 /dev/sda1 /dev/urandom swap,cipher=aes-cbc-essiv:sha256,offset=16,noearly
and that one in /etc/fstab:
/dev/mapper/cryptswap1 none swap sw 0 0

Those same lines work in Trisquel 8: there is no need to re-encrypt the swap.

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