They still do this in a formal way and i promise i don't work for MS in any way; It's called Microsoft for startups and you sign up with vague details about a startup and they throw 5 enterprise visual studio keys and 5 full office subscriptions your way along with a few thousand dollars of azure hosting credits to get you hooked.

About 20 years ago the Microsoft for Startups program included the full MSDN subscription which was ~5 keys for every product they ever made. 5 keys of Windows XP, 5 keys for windows server, 5 keys for 2000, 5 keys for every variant of Office. Very popular at LAN parties and they never did recall any of those keys. Today it seems they just give you developer tools and office, not the OS.

I used it for the Azure credits. My "startup" only needed a single instance so I really didn't spend many of them. I tried to get into the longer program but the form was broken in typical Microsoft fashion and kept looping over business verification, telling me I had to input my DUNS number and incorporation letter, then forgetting and throwing it back to that step.

Back in the early 2000s the company I worked for was a small IT shop and MS software reseller and the MSDN subscription included everything. I remember setting up Windows 2000 advanced server as my home network's router.

Yeah, that's a great program. I used it many years ago when I was creating websites with .NET and SQL Server.