Could one easily distribute software that bundles this and have it installed by novice end users? What kind of permission granting seances would they have to go through, if any?
You probably can and it won't be nearly as bad as what it is on MacOS. You only need a code signing certificate for drivers from Microsoft. You might not even need that if WinFSP provides signed binaries and you don't modify the driver part.
(Source: until 2 years ago I used to work at a company that did that using a proprietary driver - CBFS - and was looking at WinFSP to replace it.)
> What kind of permission granting seances would they have to go through, if any?
From personal experience of using this: WinFSP have ready .msi installer. After going through the standard process of installing it, then you need to install the file system implementation you want (for example SSHFS from http://www.secfs.net/winfsp/rel/).
The required permissions amount to the standard installation prompt, at least from my experience on Windows 10.