Perhaps a solution all on an OrangePi 2E or something similar would be better, since then you have a libre platform with no blobs, and then you can theme it to be close to Windows.

Ideally Tails would move in the direction of Signal Private Messenger, Anonymity tools need to be as user friendly as possible, otherwise the user has to develop specialized skills and expectations to deal with them, which creates user rejection & user apathy.

Or, we could swap i2p in there, it'd likely be more consistent than TBB, but user friendliness was worse last I checked.