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OSCP Prep Box 43 – Katana – Proving Grounds Play

Posted on March 2, 2026March 2, 2026

Hi everyone

Today we are going to look for a Box called Katana which is rated as easy 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 192.168.132.83

nmap -sC -sV -O -p- -oA nmap/full 192.168.132.83 -T4

Now let’s also execute the full scan and UDP Scan:

I discovered these ports are open:

  • 21/tcp – FTP Service running vsftpd 3.0.3
  • 22/tcp – SSH Service running OpenSSH 7.9p1 Debian 10+deb10u2 (protocol 2.0)
  • 80/tcp – HTTP Service running Apache httpd 2.4.38 ((Debian))
  • 7080/tcp – SSL Service running LiteSpeed
  • 8088/tcp – HTTP Service running LiteSpeed
  • 8715/tcp – HTTP Service running nginx 1.14.2
  • OS: Linux

Before moving on to the browser, I went and checked the FTP and I didn’t able to login through anonymous.

Then I went ahead and checked the IP in the web browser and I found a Katana image:

I tried accessing the other ports and found nothing new.

I ran a Gobuster can to look for more directories:From the gobuster scan I found ebook

I ran Gobuster scan on other ports and on one of them I found few results:

I tried upload.html on port 8088 and I found it:

Exploitation

I tried uploading the reverse shell file which I generated from https://www.revshells.com/ and I started listener through netcat:

I got the shell and I tried the following command to grab the local.txt flag:

find / -name local.txt 2>/dev/null

I found the local.txt flag:

Privilege Escalation

Now it was a time for escalating the privileges.

So I tried using the command sudo -l but it was asking for the password and then I moved ahead and started checking for SUID and SGID files by using following commands:

find / -perm -4000 -type f 2>/dev/null

find / -perm -2000 -type f 2>/dev/null

and I found few of those:

I checked for capabilities and I discovered that the Python 2.7 binary has the Linux capability to change its user ID:

/usr/bin/python2.7 = cap_setuid+ep

I quickly went to GTFOBins and checked for that capability and boom I was root:

The above image shows the proof.txt file.

Key Takeaways

  • Enumerate every port & web service — hidden panels often live off the main site.
  • Upload functionality = instant foothold if file validation is weak.
  • Always verify where uploaded files are served from — execution paths may differ.
  • Don’t stop at SUID — Linux capabilities can quietly grant root privileges.
  • If a binary can elevate privileges, GTFOBins techniques can turn it into a root shell.

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