I encounter the same problem with a 18.04.02 LTS version with a OpenVPN
2.4.4.

After speaking with OpenVPN support, sending them logs, etc... They
informs me that OpenVPN version 2.4.x prior to the 2.4.7 have a bug that
prevents OpenVPN to detect disconnection and so does not reconnect to
VPN server on connection loss...

Solutions explained by OpenVPN are :
* run a script by a cron to check connection, and restart OpenVPN if connection 
is loss
* compile the 2.4.7 version and upgrade to it
* go back to a 2.3.x version that does not have the problem

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https://bugs.launchpad.net/bugs/1686252

Title:
  OpenVPN connection doesnt reconnect on connection loss

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