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OSCP Prep Box 53 – Extplorer- Proving Grounds Practice

Posted on March 12, 2026March 12, 2026

Hi everyone

Today we are going to look for a Box called Extplorer which is rated as intermediate 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 192.168.38.16

nmap -sC -sV -O -p- -oA nmap/full 192.168.38.16 -T4

I discovered these ports are open:

  • 22/tcp – SSH Service running OpenSSH 8.2p1 Ubuntu 4ubuntu0.5 (Ubuntu Linux; protocol 2.0)
  • 80/tcp – HTTP Service running Apache httpd 2.4.41 ((Ubuntu))
  • OS: Linux

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

Exploitation

I found 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

  • Enumerate all services first — hidden web panels or ports may expose entry points.
  • Identify vulnerable web applications — outdated file managers can lead to RCE.
  • Abuse file upload features — webshell uploads can provide initial access.
  • Stabilize your shell quickly — improves control during enumeration.
  • Check writable scripts or services — often lead to privilege escalation.
  • Focus on what runs as root — modifying it can grant full system access.

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