Here's what I'm seeing in my testing (approx 3-4 instances per daily
image):

On instances I deploy with images that are from a daily xenial image
with a serial of 0223.1 or older, I'm seeing normal behavior after  1st
reboot - instance comes back up quickly, I'm able to ssh in and all is
well.

For instances I deploy with images that are from a daily xenial image
with a serial of 0226 or newer (through 0305), after 1st reboot I'm
seeing it take 40+ minutes before the instance is back up (able to ssh
into it).  After the 1st reboot, I'm able to 'sudo reboot' and the
instance comes back up quickly.

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https://bugs.launchpad.net/bugs/1554198

Title:
  Ubuntu 16.04 azure instances do not reboot

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