smnirosh
The Linux file system is very robust & usually tolerant of forced power shutdowns.
The journaling file system can withstand unexpected & non graceful power shutdowns.
So I would not worry too much about disruptions to your files.
You should have an uninterruptible power supply on your server though, so that a graceful (controlled) shutdown can be done in the event of a prolonged power failure.
A reconfigure of a server done via the console menu is not a problem, you have been told this before.
Usually you just step through the screens accepting the values that are already there & then reboot, too easy !
Fixing hardware that has failed is another issue though.
It should be easy enough to swap a monitor from another nearby device.
Please follow the howto to install openvpn correctly, you have an old version of openvpn installed for some unknown reason.
You do not tell us how it came to be installed.