Sometimes in a Pentest or Red Team engagement you find well-kept up-to-date environments, sometimes you find old systems, and sometimes you find unpatched Windows 2003 servers with MS17-010 waiting to greet you with open arms.

When it’s a case of the latter, being able to setup a environment locally to test and work through planned actions (especially for more stealth focused scenarios) is a very nice capability.

I ran into this scenario recently and had an surprisingly hard time finding the Windows Server 2003 install ISOs that I craved. If you run into a situation where you need these ISOs then check out the following links to get them directly from the source (Microsoft 💲)

Oh and Windows 2k3 is druuuunk when you first install and run a systeminfo



Downloads

Windows Server 2003 R2 (32bit) - Disk 1 and Disk 2

Windows Server 2003 R2 (64bit) -Disk 1 and Disk 2