After continually getting "could not calculate the upgrade", I did some more 
hunting, and this time I found some links suggesting repos were the issue.
I went through and removed all my unused repos and ran it again and it worked.

** Changed in: ubuntu-release-upgrader (Ubuntu)
       Status: New => Invalid

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https://bugs.launchpad.net/bugs/1511186

Title:
  Attempted upgrade from 15.04 to 15.10

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