I've been running windows 10 for a month now. In terms of program compatibility and ease of use there is zero difference between it and 7 aside from an occasional minor performance boost on directx games. The main difference is all those tasks where you had to download a third party app are now integrated into the OS. One drive replaces drop box, you can now "cast to" any media compliant device on your network, ect ect.
Anyway, an adaptor is certainly a way to go, it's just that the input sent to the xb1 has to be that standard 8 byte protocol they've been using since the 360 days so if/when I find it, it should be rather trivial to send wheel data instead and take the rumble data and convert to force feedback.