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‐‐‐‐‐‐‐ Original Message ‐‐‐‐‐‐‐
On Saturday, 1 May 2021 10:03, Gert Doering <g...@greenie.muc.de> wrote:

> Hi,
>
> On Fri, Apr 30, 2021 at 09:15:07PM +0000, tincantech via Openvpn-users wrote:
>
> > Ref: https://forums.openvpn.net/viewtopic.php?f=6&t=32193#p99021
> > (This also applies to --http-proxy)
> > The question is, how/what does openvpn do in the case that the client
> > is connecting via a proxy server when using --redirect-gateway def1 ?
> > From man openvpn (8):
> > (1) Create a static route for the --remote address which forwards to the 
> > pre-existing default gateway.
> > But if the proxy is non-local then --redirect-gateway will break 
> > connectivity.
> > Obviously, I am missing some key information here but the manual has nothing
> > either and I have dug deep enough already.
> > (I would test this myself but .. well, what are mailing lists for ? )
>
> I would expect this to do the same thing it would do for the "non proxy"
> case - install a host route to the existing default gateway so packets
> to the server (and with proxy, to the proxy) can still flow. Then,
> change the default route into the tunnel.

This is what I would expect too.  In effect the host route to --remote
would be replaced by a route to --socks-proxy but I cannot find any
documentation to that effect.  However, a closer inspection of the forum
thread does confirm this to be true.

Follow-up: Would using --tls-crypt (v1 or 2) be more secure even than a
proxy server with obfuscation ?  IE. Fully encrypted TLS instead of simple
obfuscation.

Thanks


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