Hack The Box: Puppy Machine Walkthrough – Medium Difficulty

Crushed the Puppy machine on HTB with surgical precision! Unlocked the user flag by leveraging levi.james credentials to access the DEV share, cracking recovery.kdbx with “Liverpool,” and using ant.edwards:Antman2025! to reset ADAM.SILVER’s password, followed by a swift WinRM login to grab user.txt. For the root flag, extracted steph.cooper:ChefSteph2025! from C:\Backups, accessed a WinRM shell, and exfiltrated DPAPI keys via SMB. Impacket unveiled steph.cooper_adm:FivethChipOnItsWay2025!, opening the Administrator directory to claim root.txt.

#Cybersecurity #HackTheBox #CTF #Pentesting #PrivilegeEscalation

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September 27, 2025
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