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.
I've bought lots of prepaids in probably most European countries.
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'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.
What billing address would you use on these though?
Ideally one would have multiple machines for this - but we have to be realists about the quick and dirty.
1. Buy a credit card in cash from somewhere without cameras.
2. Use that credit card to buy a phone number through many of the real voip providers.
3. Buy a used laptop on CL/Kijiji in cash, making sure the pickup is someone's house. Bonus points if you make a friend do it.
4. Go to a Starbucks with your new laptop, sign up for gmail or protonmail using your new phone number.
5. Nuke your laptop and reinstall. It's a burner. Make sure you change the MAC address, just for profit.
6. Sign up for free VPN (500MB start) with something like TunnelBear, using your new email address.
7. Connect to your VPN from the laptop. Now use TOR.
8. Remember that credit card? Time to buy another one - this time so that you can pre-fund Amazon credits (or DO). They'll both accept prepaid credit cards.
9. Blog, do your thing - but only ever publish from a dedicated VM on the laptop. Make sure you're using firefox (or something else) in your VM to test your blog - through the SOCKS proxy you establish (ssh -D) to the host.
10/11. Nuke and rebuild VM and machine at will.
12. Every ~3 months, do a Kijiji exchange for a new laptop.
The above is in no way foolproof. But it's a reasonable start. For the record I don't consider this anonymous or paranoid enough.