Just throwing this out there can you use your windows software offline.
Your kinda facing two hurdles or asking two questions. People bet their life on using Linux, you probably can guess the top three secure private or anonymous distro.
My windows use usually comes around I don’t have time right now to learn how to do something on Linux. You got time on your side. I bet you can tweak your work flow and use a linux distro you like and figure out you best options with windows.