Hello,
Normally OpenVPN starts on boot.
When the tunnel has been successfully set up / configured it just starts.
The tunnels are persistent through reboots / firmware upgrades.
I would suggest trying to upgrade for Firmware to the latest release (6.0).
Here is a link to the firmware.
http://www.multitech.net/developer/downloads/
(Its going to be the 1st download under Conduit – MTCDT 6.0.0 signed)
For further troubleshooting I recommend opening a ticket in the support portal.
https://support.multitech.com
Thanks,
Alex