I used DigitalOceans's instructions to try and upgrade from 14.04 to 16.04 at this site.
$ sudo do-release-upgrade
[sudo] password for charlie:
Checking for a new Ubuntu release
Get:1 Upgrade tool signature [836 B]
Get:2 Upgrade tool [1,265 kB]
Fetched 1,266 kB in 0s (0 B/s)
authenticate 'xenial.tar.gz' against 'xenial.tar.gz.gpg'
extracting 'xenial.tar.gz'
Reading cache
Checking package manager
Reading package lists... Done
Building dependency tree
Reading state information... Done
Building data structures... Done
Ign http://dl.google.com stable InRelease
Ign http://us.archive.ubuntu.com trusty InRelease
Ign http://linux.dropbox.com trusty InRelease
Ign http://dl.google.com stable InRelease
Hit http://linux.dropbox.com trusty Release.gpg
Hit http://us.archive.ubuntu.com trusty-updates InRelease
Hit http://linux.dropbox.com trusty Release
Hit http://dl.google.com stable Release.gpg
Hit http://linux.dropbox.com trusty/main amd64 Packages
Hit http://us.archive.ubuntu.com trusty-backports InRelease
Hit http://dl.google.com stable Release.gpg
Hit http://security.ubuntu.com trusty-security InRelease
Ign http://archive.canonical.com trusty InRelease
Hit http://linux.dropbox.com trusty/main i386 Packages
Ign http://ppa.launchpad.net trusty InRelease
Ign http://extras.ubuntu.com trusty InRelease
Err http://linux.dropbox.com trusty/main Translation-en
Hit http://dl.google.com stable Release
Hit http://us.archive.ubuntu.com trusty Release.gpg
Err http://linux.dropbox.com trusty/main Translation-en
Hit http://dl.google.com stable Release
Hit http://us.archive.ubuntu.com trusty-updates/main Sources
Err http://linux.dropbox.com trusty/main Translation-en
Ign http://archive.canonical.com trusty InRelease
Hit http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/main Sources
Err http://linux.dropbox.com trusty/main Translation-en
Hit http://dl.google.com stable/main amd64 Packages
Hit http://extras.ubuntu.com trusty Release.gpg
Hit http://us.archive.ubuntu.com trusty-updates/restricted Sources
Ign http://linux.dropbox.com trusty/main Translation-en
Err http://dl.google.com stable/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/universe Sources
Hit http://dl.google.com stable/main amd64 Packages
Hit http://archive.canonical.com trusty Release.gpg
Hit http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/restricted Sources
Hit http://us.archive.ubuntu.com trusty-updates/multiverse Sources
Hit http://extras.ubuntu.com trusty Release
Hit http://dl.google.com stable/main i386 Packages
Hit http://us.archive.ubuntu.com trusty-updates/main amd64 Packages
Err http://dl.google.com stable/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/restricted amd64 Packages
Hit http://archive.canonical.com trusty Release.gpg
Err http://dl.google.com stable/main Translation-en
Ign http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/universe Sources
Hit http://extras.ubuntu.com trusty/main Sources
Err http://dl.google.com stable/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/universe amd64 Packages
Err http://dl.google.com stable/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/multiverse amd64 Packages
Hit http://archive.canonical.com trusty Release
Ign http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/multiverse Sources
Err http://dl.google.com stable/main Translation-en
Hit http://extras.ubuntu.com trusty/main amd64 Packages
Hit http://us.archive.ubuntu.com trusty-updates/main i386 Packages
Err http://dl.google.com stable/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/restricted i386 Packages
Err http://dl.google.com stable/main Translation-en
Hit http://archive.canonical.com trusty Release
Hit http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/main amd64 Packages
Hit http://us.archive.ubuntu.com trusty-updates/universe i386 Packages
Hit http://extras.ubuntu.com trusty/main i386 Packages
Ign http://dl.google.com stable/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/multiverse i386 Packages
Ign http://dl.google.com stable/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/main Translation-en
Hit http://archive.canonical.com trusty/partner Sources
Hit http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/restricted amd64 Packages
Err http://extras.ubuntu.com trusty/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/multiverse Translation-en
Hit http://archive.canonical.com trusty/partner amd64 Packages
Hit http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/universe amd64 Packages
Err http://extras.ubuntu.com trusty/main Translation-en
Hit http://us.archive.ubuntu.com trusty-updates/restricted Translation-en
Hit http://archive.canonical.com trusty/partner i386 Packages
Hit http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/multiverse amd64 Packages
Hit http://us.archive.ubuntu.com trusty-updates/universe Translation-en
Err http://extras.ubuntu.com trusty/main Translation-en
Hit http://us.archive.ubuntu.com trusty-backports/main Sources
Hit http://us.archive.ubuntu.com trusty-backports/restricted Sources
Hit http://archive.canonical.com trusty/partner Translation-en
Hit http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/main i386 Packages
Err http://extras.ubuntu.com trusty/main Translation-en
Hit http://us.archive.ubuntu.com trusty-backports/universe Sources
Hit http://us.archive.ubuntu.com trusty-backports/multiverse Sources
Hit http://archive.canonical.com trusty/partner amd64 Packages
Ign http://ppa.launchpad.net trusty InRelease
Hit http://security.ubuntu.com trusty-security/restricted i386 Packages
Ign http://extras.ubuntu.com trusty/main Translation-en
Hit http://us.archive.ubuntu.com trusty-backports/main amd64 Packages
Hit http://us.archive.ubuntu.com trusty-backports/restricted amd64 Packages
Hit http://archive.canonical.com trusty/partner i386 Packages
Ign http://ppa.launchpad.net trusty Release.gpg
Hit http://security.ubuntu.com trusty-security/universe i386 Packages
Hit http://us.archive.ubuntu.com trusty-backports/universe amd64 Packages
Hit http://us.archive.ubuntu.com trusty-backports/multiverse amd64 Packages
Hit http://archive.canonical.com trusty/partner Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://security.ubuntu.com trusty-security/multiverse i386 Packages
Hit http://us.archive.ubuntu.com trusty-backports/main i386 Packages
Hit http://us.archive.ubuntu.com trusty-backports/restricted i386 Packages
Hit http://us.archive.ubuntu.com trusty-backports/universe i386 Packages
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://security.ubuntu.com trusty-security/main Translation-en
Hit http://us.archive.ubuntu.com trusty-backports/multiverse i386 Packages
Hit http://us.archive.ubuntu.com trusty-backports/main Translation-en
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://us.archive.ubuntu.com trusty-backports/multiverse Translation-en
Hit http://us.archive.ubuntu.com trusty-backports/restricted Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://security.ubuntu.com trusty-security/multiverse Translation-en
Hit http://us.archive.ubuntu.com trusty-backports/universe Translation-en
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://security.ubuntu.com trusty-security/restricted Translation-en
Hit http://us.archive.ubuntu.com trusty Release
Hit http://us.archive.ubuntu.com trusty/main Sources
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://security.ubuntu.com trusty-security/universe Translation-en
Hit http://us.archive.ubuntu.com trusty/restricted Sources
Hit http://us.archive.ubuntu.com trusty/universe Sources
Hit http://us.archive.ubuntu.com trusty/multiverse Sources
Hit http://us.archive.ubuntu.com trusty/main amd64 Packages
Hit http://us.archive.ubuntu.com trusty/restricted amd64 Packages
Ign http://ppa.launchpad.net trusty Release.gpg
Hit http://us.archive.ubuntu.com trusty/universe amd64 Packages
Hit http://us.archive.ubuntu.com trusty/multiverse amd64 Packages
Hit http://ppa.launchpad.net trusty Release.gpg
Hit http://us.archive.ubuntu.com trusty/main i386 Packages
Hit http://us.archive.ubuntu.com trusty/restricted i386 Packages
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://us.archive.ubuntu.com trusty/universe i386 Packages
Hit http://us.archive.ubuntu.com trusty/multiverse i386 Packages
Hit http://us.archive.ubuntu.com trusty/main Translation-en
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://us.archive.ubuntu.com trusty/multiverse Translation-en
Hit http://us.archive.ubuntu.com trusty/restricted Translation-en
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://us.archive.ubuntu.com trusty/universe Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://ppa.launchpad.net trusty Release.gpg
Ign http://ppa.launchpad.net trusty Release
Ign http://ppa.launchpad.net trusty Release
Hit http://ppa.launchpad.net trusty Release
Hit http://ppa.launchpad.net trusty Release
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://ppa.launchpad.net trusty/main Translation-en
Hit http://ppa.launchpad.net trusty/main amd64 Packages
Hit http://ppa.launchpad.net trusty/main i386 Packages
Hit http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
Err http://ppa.launchpad.net trusty/main i386 Packages
Err http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
404 Not Found
Err http://ppa.launchpad.net trusty/main i386 Packages
404 Not Found
Ign http://ppa.launchpad.net trusty/main Translation-en
Err http://ppa.launchpad.net trusty/main amd64 Packages
404 Not Found
Err http://ppa.launchpad.net trusty/main i386 Packages
404 Not Found
Ign http://ppa.launchpad.net trusty/main Translation-en
Fetched 0 B in 6s (31.4 MB/s)
Reading package lists... Done
Building dependency tree
Reading state information... Done
Building data structures... Done
Updating repository information
Third party sources disabled
Some third party entries in your sources.list were disabled. You can
re-enable them after the upgrade with the 'software-properties' tool
or your package manager.
To continue please press [ENTER]
Hit http://security.ubuntu.com xenial-security InRelease
Hit http://us.archive.ubuntu.com xenial InRelease
Hit http://security.ubuntu.com xenial-security/main Sources
Hit http://us.archive.ubuntu.com xenial-updates InRelease
Hit http://security.ubuntu.com xenial-security/restricted Sources
Hit http://us.archive.ubuntu.com xenial-backports InRelease
Hit http://archive.canonical.com xenial InRelease
Hit http://security.ubuntu.com xenial-security/universe Sources
Hit http://us.archive.ubuntu.com xenial/main Sources
Hit http://security.ubuntu.com xenial-security/multiverse Sources
Hit http://us.archive.ubuntu.com xenial/restricted Sources
Hit http://archive.canonical.com xenial InRelease
Hit http://security.ubuntu.com xenial-security/main amd64 Packages
Hit http://us.archive.ubuntu.com xenial/universe Sources
Hit http://security.ubuntu.com xenial-security/restricted amd64 Packages
Hit http://us.archive.ubuntu.com xenial/multiverse Sources
Hit http://archive.canonical.com xenial/partner Sources
Hit http://security.ubuntu.com xenial-security/universe amd64 Packages
Hit http://us.archive.ubuntu.com xenial/main amd64 Packages
Hit http://security.ubuntu.com xenial-security/multiverse amd64 Packages
Hit http://us.archive.ubuntu.com xenial/restricted amd64 Packages
Hit http://security.ubuntu.com xenial-security/main i386 Packages
Hit http://us.archive.ubuntu.com xenial/universe amd64 Packages
Hit http://archive.canonical.com xenial/partner amd64 Packages
Hit http://security.ubuntu.com xenial-security/restricted i386 Packages
Hit http://us.archive.ubuntu.com xenial/multiverse amd64 Packages
Hit http://security.ubuntu.com xenial-security/universe i386 Packages
Hit http://us.archive.ubuntu.com xenial/main i386 Packages
Hit http://archive.canonical.com xenial/partner i386 Packages
Hit http://security.ubuntu.com xenial-security/multiverse i386 Packages
Hit http://us.archive.ubuntu.com xenial/restricted i386 Packages
Hit http://security.ubuntu.com xenial-security/main Translation-en
Hit http://us.archive.ubuntu.com xenial/universe i386 Packages
Hit http://archive.canonical.com xenial/partner Translation-en
Hit http://security.ubuntu.com xenial-security/multiverse Translation-en
Hit http://us.archive.ubuntu.com xenial/multiverse i386 Packages
Hit http://security.ubuntu.com xenial-security/restricted Translation-en
Hit http://us.archive.ubuntu.com xenial/main Translation-en
Hit http://security.ubuntu.com xenial-security/universe Translation-en
Hit http://archive.canonical.com xenial/partner amd64 Packages
Hit http://us.archive.ubuntu.com xenial/multiverse Translation-en
Hit http://us.archive.ubuntu.com xenial/restricted Translation-en
Hit http://archive.canonical.com xenial/partner i386 Packages
Hit http://us.archive.ubuntu.com xenial/universe Translation-en
Hit http://archive.canonical.com xenial/partner Translation-en
Hit http://us.archive.ubuntu.com xenial-updates/main Sources
Hit http://us.archive.ubuntu.com xenial-updates/restricted Sources
Hit http://us.archive.ubuntu.com xenial-updates/universe Sources
Hit http://us.archive.ubuntu.com xenial-updates/multiverse Sources
Hit http://us.archive.ubuntu.com xenial-updates/main amd64 Packages
Hit http://us.archive.ubuntu.com xenial-updates/restricted amd64 Packages
Hit http://us.archive.ubuntu.com xenial-updates/universe amd64 Packages
Hit http://us.archive.ubuntu.com xenial-updates/multiverse amd64 Packages
Hit http://us.archive.ubuntu.com xenial-updates/main i386 Packages
Hit http://us.archive.ubuntu.com xenial-updates/restricted i386 Packages
Hit http://us.archive.ubuntu.com xenial-updates/universe i386 Packages
Hit http://us.archive.ubuntu.com xenial-updates/multiverse i386 Packages
Hit http://us.archive.ubuntu.com xenial-updates/main Translation-en
Hit http://us.archive.ubuntu.com xenial-updates/multiverse Translation-en
Hit http://us.archive.ubuntu.com xenial-updates/restricted Translation-en
Hit http://us.archive.ubuntu.com xenial-updates/universe Translation-en
Hit http://us.archive.ubuntu.com xenial-backports/main Sources
Hit http://us.archive.ubuntu.com xenial-backports/restricted Sources
Hit http://us.archive.ubuntu.com xenial-backports/universe Sources
Hit http://us.archive.ubuntu.com xenial-backports/multiverse Sources
Hit http://us.archive.ubuntu.com xenial-backports/main amd64 Packages
Hit http://us.archive.ubuntu.com xenial-backports/restricted amd64 Packages
Hit http://us.archive.ubuntu.com xenial-backports/universe amd64 Packages
Hit http://us.archive.ubuntu.com xenial-backports/multiverse amd64 Packages
Hit http://us.archive.ubuntu.com xenial-backports/main i386 Packages
Hit http://us.archive.ubuntu.com xenial-backports/restricted i386 Packages
Hit http://us.archive.ubuntu.com xenial-backports/universe i386 Packages
Hit http://us.archive.ubuntu.com xenial-backports/multiverse i386 Packages
Hit http://us.archive.ubuntu.com xenial-backports/main Translation-en
Hit http://us.archive.ubuntu.com xenial-backports/multiverse Translation-en
Hit http://us.archive.ubuntu.com xenial-backports/restricted Translation-en
Hit http://us.archive.ubuntu.com xenial-backports/universe Translation-en
Fetched 0 B in 0s (0 B/s)
Checking package manager
Reading package lists... Done
Building dependency tree
Reading state information... Done
Building data structures... Done
Calculating the changes
Calculating the changes
Could not calculate the upgrade
An unresolvable problem occurred while calculating the upgrade.
This can be caused by:
* Upgrading to a pre-release version of Ubuntu
* Running the current pre-release version of Ubuntu
* Unofficial software packages not provided by Ubuntu
If none of this applies, then please report this bug using the
command 'ubuntu-bug ubuntu-release-upgrader-core' in a terminal.
Restoring original system state
Aborting
Reading package lists... Done
Building dependency tree
Reading state information... Done
Building data structures... Done
I believe that I need 16.04 to be able to run Devinci Resolve 12.5, so that's my current end game.
If anyone can make heads or tails of what I've sent or maybe tell me what else I can send to clarify, it would be greatly appreciated.