PowerShell and SMTP

Performing a penetration test on SMTP servers is crucial to assessing an organization’s email infrastructure. PowerShell can be a valuable tool, helping security professionals identify vulnerabilities and secure SMTP servers. In this article, we will explore how to use PowerShell for penetration testing SMTP servers, focusing on enumeration and exploitation.

Enumeration with PowerShell

Enumeration is the initial phase in any penetration test, aiming to gather information about the target SMTP server. PowerShell can help in this phase by extracting valuable details about the server’s configuration.

SMTP banner enumeration

The SMTP banner is valuable information that discloses the server’s identity and software version. PowerShell’s Test-NetConnection cmdlet can be used to enumerate the SMTP banner:

Test-NetConnection -ComputerName mail.snowcapcyber.com -Port 25

This command connects to the SMTP server on port 25 and retrieves...