Generally speaking, I'd say use a sniffer on the server (assuming that's an
option for you)

Or, you could run netcat on each side and openvpn on the other side, and
see which one is seeing what (it'll fail still, but you should see
*something*)

Do the server logs show anything when the client attempts to connect?

One other possibility (though it's kind of far-out speculation, given the
limited information) is that something in between is dropping UDP packets
over a certain size.  That could be a weird firewall thing, or an MTU
thing, or... I'm not sure what, and it's not something that I've seen, but
I'm just thinking of what would let pings through (because pings are small)
but would fail during negotiation (because certificates and such can be
larger)

-Joe


On Fri, Aug 1, 2014 at 8:18 PM, Ken D'Ambrosio <k...@jots.org> wrote:

> Hi -- for any number of reasons, I'd prefer to use UDP for my OpenVPN
> setup.  But a curious thing: if I fire up UDP, my handshake times out.
> TCP works great.  "So UDP is blocked, you moron.  Get over it."  Well...
> it isn't.  I opened a whole slew of ports with netcat (expecting I'd
> have to find an un-blocked one, like maybe TFTP), and then sequentially
> pinged them from my client, and to my astonishment, they all showed
> open.  (And happily catted out the port number, which was my test.)
>
> Any ideas on what I might need to be doing here?
>
> Thanks much!
>
> -Ken
>
>
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