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https://sourceforge.net/p/sipe/wiki/How%20to%20setup%20an%20account/
Protocol plugin for Office 365/Lync/OCS for Adium, Pidgin, Miranda and Telepathy IM Framework ... If you don't use Pidgin then you'll need to check where in your IM client you can change the SIPE settings. ... SIPE compiled with GSSAPI & GSS-NTLMSSP support, NTLM;
https://developer.pidgin.im/ticket/10044
I have just upgraded to 2.6.1 via the Ubuntu pidgin-developers PPA and I see pidgin now using NTLM authentication in addition to Basic. Very nice. Or would be if it worked. Seems my squid3 proxy, which accepts NTLM just peachy from firefox is refusing (403) connections from pidgin.
https://docs.microsoft.com/en-us/sql/connect/jdbc/using-ntlm-authentication-to-connect-to-sql-server
Using NTLM Authentication to connect to SQL Server. 08/12/2019; 2 minutes to read; In this article. Download JDBC Driver. The Microsoft JDBC Driver for SQL Server allows an application to use the authenticationScheme connection property to indicate that it wants to connect to a database using NTLM v2 Authentication.. The following properties are also used for NTLM Authentication:
https://developer.pidgin.im/ticket/2910
Bug confirmed for Pidgin 2.4.0, Windows XP, Squid with NTLM authentification. Pidgin still sends the wrong header and can't be authenticated by the proxy. Maybe the workaround with the GUI option could be implemented, instead of the more complex option of detecting authentification type used by the proxy.
https://developer.pidgin.im/ticket/1380
Of course, this is what I need to run Pidgin succesfully in my network environment, as NTLM authentication, as written in proxy.c, didn't work for me, though our network supports NTLM. And I'm not the maintainer of proxy.c script. I only suggested to implement the possibility to choice the type of proxy authentication during compilation process.
https://developer.pidgin.im/ticket/48
+ Remember the authentication method for SIPE is NTLM (it does not support Kerberos yet) + The default IP protocol is TCP, but I'm planning to gives support for TLS (with gnutls, pidgin has methods to do this in easy form), may be in the next release 1.3.
https://developer.pidgin.im/ticket/16822
In this case it's probably not a "max retry count" but the fact that EXTERNAL is supported by the server but you're not actually sending a SSL client certificate associated with your account, so pidgin tries EXTERNAL and gets authentication failure back. That would be a different bug though.
https://en.wikipedia.org/wiki/NT_LAN_Manager
NT LAN Manager (NTLM) Authentication Protocol Specification; Cntlm – NTLM, NTLMSR, NTLMv2 Authentication Proxy and Accelerator Personal HTTP(S) and SOCKS5 proxy for NTLM-unaware applications (Windows/Linux/UNIX) The NTLM Authentication Protocol and Security Support Provider A detailed analysis of the NTLM protocol.
https://sourceforge.net/p/sipe/wiki/Frequently%20Asked%20Questions/
You must provide an extended debug log from Pidgin/Adium. Failure to do so will cause the bug to be ignored and closed immediately! ... While the NTLM Single Sign-On support offered by Samba works fine for Firefox, Evolution, libsoup, ..., it doesn't support Message Integrity Code generation & verification, which is required by .
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