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Its possible, but the specific answer depends on whether you mean
different servers from the same VPN provider, or switching between
different providers.
A VPN provider that has many servers will usually show up in DNS
responses with multiple randomized IP addresses. With these providers,
you can just refer to their domain name as the "remote" in your VPN
client config and randomization will happen automatically. OTOH, if you
want to refer to IP addresses directly, you can specify multiple
"remote" lines in the config file along with the "remote-random" feature
which will cause openvpn to randomly select one of the specified addresses.
If you want to switch between VPN providers, you could have openvpn look
for a config filename that is a symlink to an actual config file. You
could have an rc.local script that randomly selects a config file and
creates the symlink.
Chris