I also had this problem still once in a while and had a look at it again. I 
think in my case the problem is the package sshguard, which also adds firewall 
rules on startup and in some cases might interfere with ufw startup.
I added /etc/systemd/system/sshguard.service.d/after_ufw.conf with content:
[Unit]
After=ufw.service

and so far this seems to work. 
I guess any package using iptables on boot should be using some kind of systemd 
dependency to ufw ?

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https://bugs.launchpad.net/bugs/1726856

Title:
  ufw does not start automatically at boot

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