When discussing training labs in the Offensive Cybersecurity world, the Metasploitable Series is a legend. Metasploitable 2 (Linux) and Metasploitable 3 (Windows Server 2008 & Ubuntu) are paths that almost every Pentester has crossed.
Now that we have reached 2026, it is fair to say that Windows Server 2008 is practically ancient. That is why I felt the need to practically test misconfigurations that commonly occur on modern Operating Systems.
Another factor is the rise of Apple Silicon (M-series) MacBook users. When wanting to learn pentesting, finding labs that run as a "safe zone" on local ARM architecture has been quite rare. That is why I have wanted to create a lab compatible with M1, M2, etc., chips for a long time.
My target was to use a Real-World OS version containing vulnerabilities that are still observable today. Therefore, you could call this Version 4 (Unofficial), as it allows you to study a wide range of attacks just like Metasploitable 3.
This Lab is not a CTF Box. There are no intentionally hidden flags. It is an ecosystem simulating an Enterprise Environment.
- Instead of using default IIS, it includes Custom Web Applications, Legacy CMS, and File Servers running on an Apache/XAMPP Stack.
- I have deployed major Java Application Servers still used in current workplaces, specifically recreating configuration errors that System Admins frequently make.
- I have mixed old version Protocols with the latest Remote Access technologies, opening up multiple avenues to gain entry into the Internal Network.
- Database Servers and System Administration Tools are set up exactly as you would find them on production servers.
If you inspect closely, you will find multiple pathways to penetrate the Windows Server system. (I have intentionally omitted the vulnerability lists so that you can discover and uncover them on your own…)
I am now sharing my Unofficial Metasploitable4 (fan-made version), the KMN-Training-Win lab, for those who wish to learn and practice. It is an Ultimate Playground where you can freely practice Advanced Attack Vectors like Web Attacks, Network Compromise, and Privilege Escalation.
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