October 23, 2026 12 min read Insane Windows / AD HackTheBox Season 12 Grommunio Domain Admin Attack chain Grommunio → Seafile SSRF → Redis Poison → grofiles RCE → PHP-FPM → Postfix root → Chisel pivot → NTLM relay → firepwd → XOR runas → Domain Admin HTB Autopilot is an Insane-rated Windows Active Directory machine from HackTheBox Season 12. The attack chain starts with a Grommunio mail server, abuses a Seafile plugin SSRF to poison a Redis cache, achieves RCE via a sendmail hook, pivots into the internal AD environment, and ends with a Domain Admin shell via NTLM relay. Want more detailed walkthroughs, writeups, and cybersecurity content? Download CyberMaster App Buy Me a Coffee Table of Contents Reconnaissance: nmap and subdomain discovery Grommunio Files Plugin to Seafile SSRF setup Redis cache poisoning via gopher SSRF RCE trigger, shell as grofiles Lateral movement via PHP-FPM FastCGI Privilege escalation via Postfix hook Pivoting with Chis...
Support is an Easy rated Windows Active Directory box that packs a surprising amount of learning into a short chain. It starts with an open SMB share, moves through decompiling a .NET binary, decrypts a hardcoded credential, hunts LDAP attributes for a plaintext password, and finishes with a Resource Based Constrained Delegation attack that impersonates the Domain Administrator. For the complete step by step exploitation guide with every command and screenshot, grab the CyberMaster Android app or visit my Buy Me a Coffee page. Machine Overview Field Detail Name Support OS Windows Server 2022 Difficulty Easy Platform HackTheBox Services DNS, Kerberos, RPC, LDAP, SMB, WinRM Domain support.htb What Makes Support Interesting Support is a great introduction to Active Directory attack paths for anyone moving from Linux to Windows boxes. It teaches: SMB guest access...