Now that I'm looking again, I think the Windows on DigitalOcean isn't officially supported, and I think you're right, you would have to maintain your own Windows license.I saw the same thing, Appveyor was one of the first Google results 😀. And I'm with you on the simpler is better, that was the reason I wondered about running Jenkins somewhere, it's simple and we all know how to use it. Google Cloud looks like it has Windows images we could use. I'll do some reading and see what seems simpler.