We do not allow uploading or using Windows images on Droplets at this time. This is due to licensing requirements and constraints imposed by Microsoft on infrastructure providers such as DigitalOcean. This includes using Windows images with your personal license. As a result, we are not able to provide any support or guidance for users attempting to upload or utilize the Windows OS on DigitalOcean.
We’re always looking for ways to improve our services, and these limitations may change in the future.
Additionally, our system is built for open source software and we encourage you to consider using open source software for your projects.