I’m running an OpenVPN server, configured in bridging mode.

I had quite a bit of trouble getting OpenVPN to start after networking is up, but before the the bridge is setup so that the tap0 device, which is created by OpenVPN can be added to the bridge.

The solution is simpler : let the tap0 be automatically created and added to the bridge by Gentoo Linux, then start OpenVPN with a config file instructing to use the already created tap0 device.

This post shows the configuration snippets to get things started in the right order on Gentoo.
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