Hack The Box: Vintage Machine Walkthrough – Hard Difficulty
Recently completed an Active Directory penetration test where I obtained both the user and root flags through a series of Kerberos and privilege escalation attacks. I first exploited a weak password on a legacy computer account (fs01$) to retrieve a Kerberos TGT and extract the gMSA password. After reactivating a disabled service account (svc_sql), making it ASREPRoastable, and cracking its hash, I gained credentials for another domain user and authenticated via Evil-WinRM to capture the user flag. For the root flag, I decrypted DPAPI-protected secrets to access a higher-privileged account (c.neri_adm), added a compromised service account to a privileged group, assigned an SPN, and performed a Kerberos delegation attack to impersonate a domain admin, ultimately achieving SYSTEM-level access and capturing the root flag. Great experience applying Kerberos exploitation techniques and privilege escalation strategies in a real-world scenario!
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