HTB Season 10: Pirate
by 🧑‍🚀 Chaelsoo on Sat Feb 28 2026 · 1 min read
Pirate is a Windows Hard box and earns the rating. It’s a multi stage Active Directory environment where no single step gets you very far on its own. The path to Domain Admin is built from several smaller wins stacked on top of each other. The kind of machine you want to take notes on.
What’s Inside
- A realistic Active Directory environment with multiple users, groups, and services in play
- Early enumeration that rewards thoroughness over speed
- At least two distinct AD misconfigurations that each open a new door
- A final escalation that ties the chain together, satisfying when it clicks
HTB Season 10 is still active. Full writeup drops once this machine retires.