Completed the Hack The Box “Pirate” machine, a hard-difficulty Active Directory challenge that required chaining multiple attack paths rather than relying on a single vulnerability.

The enumeration phase uncovered domain users, pre-created computer accounts, GMSAs, delegation relationships, and an exposed internal network. Access to gMSA_ADFS_prod$ led to DC01 and enabled an internal pivot to WEB01. From there, the attack chain involved GMSA credential retrieval, NTLM relay, authentication coercion, shadow credentials, certificate-based authentication, and Kerberos ticket abuse.

The privilege escalation path continued through constrained delegation and resource-based constrained delegation. Kerberos ticket manipulation ultimately provided Administrator access to the domain controller, followed by a SYSTEM-level shell and extraction of domain credentials from NTDS.dit. Both the user and root flags were successfully obtained.

Another challenging AD machine completed and another deep dive into Windows authentication, delegation, and privilege escalation.

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Learn MoreHack The Box: Pirate Machine Walkthrough – Hard Difficulity

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