I am interested in what pain you had beside OpenSSL; I've been exclusively a Windows user for the past few years, and other than it and Postgres, I've had no desire to install WSL.
https://duckduckgo.com/?t=ffab&q=Enable+Win32+Long+paths&ia=...
I don't have a requirement to build for Windows, so I will always just avoid it. I think Microsoft is making strides in developer experience, but I think it also sees the signs that Linux/Containerization is the way forward thus why they built WSL. Azure itself is over 50% Linux now too.
Source: https://build5nines.com/linux-is-most-used-os-in-microsoft-a...