1. For non paid users, it isn't turned back on. But it is turned on if you're a paying user. In these cases it's never the user who switched it off, it was the admin, so since the control is being shifted from admin to user (admin can no longer turn it off for users of workspace apps) its kind of like a brand new setting for them.

2. True but it's somewhat useful to be able to use your account on different devices and retain your history.