Chatterbox

Verified writeups for the Chatterbox machine of Hack The Box

Chatterbox

$ tldr Achat 0.150 BOF (Win7) → Icacls abuse / PowerUp

·	·
Operating system	Windows
Difficulty	Medium
Vector	Binary
IP	10.10.10.74
Retirement date	2018-06-18
Skills	Achat 0.150 beta7 - Buffer Overflow (Windows 7 32 bits) Generating a Shellcode based on our needs + TIPS Icacls Abuse (Privilege Escalation) PowerUp Enumeration (Alternative Privilege Escalation)

Writeups

Language	Author	Format	Link
🇪🇸 ES	S4vitar	Vídeo	Open
🇬🇧 EN	0xdf	Texto	Open
🇬🇧 EN	IppSec	Vídeo	Open

Skill resources

Curated documentation for each technique listed in the Skills column above. Sources: HackTricks, GTFOBins, PortSwigger, etc.

Skill	Source	Link
Buffer Overflow (BoF / ROP)	HackTricks	Open

If you liked this machine, try

• October — Linux, Medium
• Jail — Linux, Insane
• Buff — Windows, Easy
• Safe — Linux, Easy
• Hancliffe — Windows, Hard

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Last updated: 2026-06-07