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Hmm, I am trying to understand why did you have to add the 192.168.254.0 route to your server config? If your server is at 192.168.255.0 why would you need to route 192.168.254.0 to your tun0 interface on the server?
– user10607
Commented Jun 23, 2019 at 11:04
Sorry for the delay to answer this, I believe it was because I had set up a static ip for the openvpn host. Hence it was on the 192.168.254.0 network, and not on the default 192.168.255.0 network. So I had to add it in to allow the requests to be properly routed between the two networks within openvpn.
– Svarto
Commented Jul 10, 2019 at 17:23

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