In the authentication performed by Burp Suite, some NTLM headers are missing and some other options are different, as shown in the picture. Trying to find a workaround in order to execute the pentest we found Fiddler, a HTTP proxy well-integrated with Microsoft authentication protocols. Sniffing with Wireshark we can see that the authentication

The client sends the token to the Application Proxy service, which retrieves the user principal name (UPN) and security principal name (SPN) from the token. Application Proxy then sends the request to the Application Proxy connector. How to Set a Proxy for the Git Command Line Tool - Stefan Sep 16, 2019 NTLM authentication NTLM is the most complex of the authentication protocols supported by a basic web server. Squid NTLM authentication configuration using ntlm_auth Sep 12, 2007

Feb 14, 2019

NTLM – Kemp Support Jun 03, 2020 Squid NTLM authentication project

Oct 22, 2008

Proxy server limitations. VMware is not supported. Windows or Linux platforms only are supported. The Google Cloud Console integration does not support downloading billing data. Remote PowerShell scripts cannot be executed. Custom APIs may not work. Supported proxy server authentication for Cloud Provisioning and Governance