For #7, make sure you do VPN over Tor, not Tor over VPN. The former is more secure for you, and has the additional benefit that sites won't know you're using Tor. The latter sucks for you and Tor if you relay any traffic.
That is in direct violation of #1.
>#1 ....from somewhere without cameras
Target has cameras everywhere, even OUTSIDE the Restroom (for "Loss Prevention") and inside the elevators between floors, as well as at self-checkouts and customer service kiosks.
I've bought lots of prepaids in probably most European countries.
I'll definitely agree that VPN over TOR is (by far) more secure - but I feel as if most people aren't capable of it, even though TAILS exists.
In Canada just buy your prepaid credit card at one of the independent corner stores we have all over the place. Several don't have cameras. Equally, there's nothing to stop you from walking in with a facemask; it wouldn't be abnormal at all.