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How about ditching the NTLM and adding HTTPS proxy support instead? ;-)
Does the privacy aspect of talking to proxies "properly" of course (Basic
is fine over HTTPS)

(and accidentally makes openvpn-over-TCP look like real TLS traffic too...)

- --
Cheers

Jason Haar
Information Security Manager, Trimble Navigation Ltd.
Phone: +1 408 481 8171
PGP Fingerprint: 7A2E 0407 C9A6 CAF6 2B9F 8422 C063 5EBB FE1D 66D1

On 2021-11-07 at 13:55, g...@greenie.muc.de wrote:
> Hi Community,
>
> OpenVPN supports HTTP proxies that require NTLM authentication,
> supporting NTLMv1 and NTLMv2 protocols.
>
> This is old code, which was written in the dark ages, is not currently
> unit/client tested, and uses DES which got deprecated in OpenSSL 3.0.0...
>
> That said, if people still *use* it, we are likely to keep it - otherwise
> it might just become lost :-)
>
> So - if you use HTTP proxy in OpenVPN, and that proxy authenticates
> against a Windows AD domain, and you use NTLMv1 or NTLMv2 authentication,
> please speak up and tell us about your use case!
>
> gert
>
> --
> "If was one thing all people took for granted, was conviction that if you

>  feed honest figures into a computer, honest figures come out. Never
doubted
>  it myself till I met a computer with a sense of humor."
>                              Robert A. Heinlein, The Moon is a Harsh
Mistress
>
> Gert Doering - Munich, Germany
g...@greenie.muc.de
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