> For the complete documentation index, see [llms.txt](https://digitalgarden.batamladen.com/llms.txt). Markdown versions of documentation pages are available by appending `.md` to page URLs; this page is available as [Markdown](https://digitalgarden.batamladen.com/writeups/ctfs/holmes-ctf-2025/the_watchmans_residue.md).
# The\_Watchman's\_Residue
**What was the IP address of the decommissioned machine used by the attacker to start a chat session with MSP-HELPDESK-AI? (IPv4 address)**
**10.0.69.45**
***
**What was the hostname of the decommissioned machine? (string)**
**WATSON-ALPHA-2**
***
**What was the first message the attacker sent to the AI chatbot? (string)**
We can see it in the first pic. The POST HTTP request after the worker logged off. Hello Old Friend
***
**When did the attacker's prompt injection attack make MSP-HELPDESK-AI leak remote management tool info? (YYYY-MM-DD HH:MM:SS)**
**2025-08-19 12:02:06**
***
**What is the Remote management tool Device ID and password? (IDwithoutspace:Password)**
**565963039:CogWork\_Central\_97&65**
***
**What was the last message the attacker sent to MSP-HELPDESK-AI? (string)**
**JM WILL BE BACK**
***
**What was the RMM Account name used by the attacker? (string)**
**James Moriarty**
***
**What was the machine's internal IP address from which the attacker connected? (IPv4 address)**
In the log, around the time of the remote access session, there's this entry:
This shows the attacker's internal IP address while initilazing a TeamViewer connection.
**192.168.69.213**
***
**The attacker brought some tools to the compromised workstation to achieve its objectives. Under which path were these tools staged? (C:\FOLDER\PATH)**
**C:\Windows\Temp\safe\\**
---
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