lodged on a certain date

That only shows when you are required to enter your password. If the person has auto sign in then it will not show the log in activity.

Yes, actually, here:

https://account.live.com/Activity

It even gives you IP address, location and time.

(This is not related to family settings.)

You would first need to set it up via the steps on this page. This can send you reports and updates.

You can even set limits when and how long they can play here. Both of these however require you to
assign the child account to your family/parent account.

If you dont have thebchild settings set up then tou can also visit the link as atated above!

https://account.live.com/Activity

This might be a long shot but does the controller work in all of your computer's USB ports? I'd just like to rule out the possibility that part of the USB connector is detached and lodged in a certain USB port on your computer.