In my personal experience, Windows development is absolutely awful. Nothing about it is ergonomic, and the management of the development environment is just painful. Obviously you don't always have a choice, but creating a nice development experience is clearly not a priority for Microsoft. One really basic example: I was deploying files to a Windows Server box using scp, but my internet connection died midway through the transfer. All subsequent deployments would fail until I could connect via RDP to kill the old SSH process holding an open file handle. Another example: I bought into the WSL hype, hoping it would solve all my problems. But you can't easily interact with files on the system outside of Linux subsystem, which made it more or less useless for my purposes. If I wanted to interact only with Linux files, I would have used a Linux-based server. Maybe I could get better at Powershell, but it felt overly verbose while also being less composable / powerful. The simple posix shell primitives were sorely missed. Running things on startup was also insane. I think I needed to add a triggered job that ran on user log in, and then configure the host to login a specific user when the host starts. Very crazy...