Public bug reported:

Ran
sudo do-release-upgrade

I hit Enter at the first prompt.  Then, 99% [Waiting for headers].
Then, it says "Error during update" and it aborts.

ProblemType: Bug
DistroRelease: Ubuntu 14.04
Package: ubuntu-release-upgrader-core 1:0.220.9
ProcVersionSignature: Ubuntu 4.2.0-42.49~14.04.1-generic 4.2.8-ckt12
Uname: Linux 4.2.0-42-generic x86_64
ApportVersion: 2.14.1-0ubuntu3.27
Architecture: amd64
CrashDB: ubuntu
CurrentDesktop: Unity
Date: Sun Mar  4 11:47:14 2018
InstallationDate: Installed on 2016-09-19 (531 days ago)
InstallationMedia: Ubuntu 14.04.4 LTS "Trusty Tahr" - Release amd64 (20160217.1)
PackageArchitecture: all
SourcePackage: ubuntu-release-upgrader
UpgradeStatus: Upgraded to trusty on 2018-03-04 (0 days ago)
VarLogDistupgradeAptlog:
 Log time: 2018-03-04 11:29:50.783444
 Log time: 2018-03-04 11:30:05.027134
 Log time: 2018-03-04 11:31:02.311927

** Affects: ubuntu-release-upgrader (Ubuntu)
     Importance: Undecided
         Status: New


** Tags: amd64 apport-bug dist-upgrade third-party-packages trusty

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https://bugs.launchpad.net/bugs/1753287

Title:
  Trying to upgrade from 14.04 LTS to 16.04 LTS

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