PowerShell and Exchange

Performing penetration testing on Microsoft Exchange servers is critical to securing an organization’s email infrastructure. In this section, we will explore how PowerShell can be leveraged for penetration testing on Microsoft Exchange servers, focusing on enumeration and exploitation.

Enumeration with PowerShell

The enumeration phase is the first step in assessing the security of an Exchange server. We use PowerShell to gather information about the server, its configuration, and potential vulnerabilities.

Autodiscover enumeration

Autodiscover is a crucial component of Exchange Server that allows email clients to discover server settings automatically. Attackers often target this service to gain information about the server. PowerShell can be used to perform Autodiscover enumeration. This command will test Autodiscover for the specified Exchange server, revealing valuable configuration information:

Test-OutlookWebServices -ClientAccessServer...