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OSCP Prep Box 54 – Clue- Proving Grounds Practice

Posted on March 13, 2026March 14, 2026

Hi everyone

Today we are going to look for a Box called Clue which is rated as Hard in terms of difficulty. This machine has various phases: Recon, Enumeration, Exploitation and Privilege Escalation.

Box Type: Linux

Table of Contents
  • Recon & Enumeration
  • Exploitation
  • Privilege Escalation
  • Key Takeaways

Recon & Enumeration

Enumeration plays a very significant role in pen testing. The more properly you enumerate the more it will be easy to get a foothold on the target.

First, we will check whether target is reachable or not with ping command:

ping Target_IP

With ping command output we found that the target is reachable.

Now let’s move ahead and run the port scan for which we will be using Nmap a popular tool for port scanning and it will provide details of the various ports which are in Open state. The command for that will be:

nmap -sC -sV -O -oA nmap/initial 192.168.215.240

nmap -sC -sV -O -p- -oA nmap/full 192.168.215.240 -T4

I discovered these ports are open:

  • 22/tcp – SSH Service running OpenSSH 7.9p1 Debian 10+deb10u2 (protocol 2.0)
  • 80/tcp – HTTP Service running Apache httpd 2.4.38
  • 139/tcp – Samba smbd 3.X – 4.X (workgroup: WORKGROUP)
  • 445/tcp – Samba smbd 4.9.5-Debian (workgroup: WORKGROUP)
  • 3000/tcp – Thin httpd
  • 8021/tcp – freeswitch-event FreeSWITCH mod_event_socket
  • OS: Linux

Then I went ahead and checked the IP in the web browser and I found nothing and then I ran gobuster:

Exploitation

The above image shows the local.txt flag.

Privilege Escalation

Now it was a time for escalating the privileges.

The above image shows the proof.txt file.

Key Takeaways

  • Perform thorough service enumeration — identifying exposed services can reveal unexpected entry points into the system.
  • Analyze web applications carefully — configuration pages, login portals, or exposed interfaces often provide valuable clues for exploitation.
  • Leverage discovered credentials effectively — passwords found during enumeration may allow lateral movement between users.
  • Upgrade to a stable interactive shell — this helps during deeper enumeration and privilege escalation.
  • Inspect system services and running processes — misconfigured services or writable components may allow privilege escalation.
  • Investigate user permissions and file access — writable directories or scripts can be abused to execute commands with higher privileges.
  • Pay attention to service accounts — accounts like application or VoIP services may have access to sensitive files or credentials.
  • Look for privilege escalation paths involving scripts or scheduled tasks — modifying them can grant root access.

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