Let's start here.
If you are going to have anonymity, privacy and any real future off the grid, money is where it is at. Cash.
However, bunch of stuff you can't deal in cash for. Especially online purchases. Services like Western Union exist, but you are providing details on two humans in that transaction, and that is logged, and who knows where it will end up.
Today coins are the rage cause of perceived anonymous nature.
Bitcoin is not a privacy coin.
Some coins are trying to be private. But it is still premature in adoption to be dealing much in coins. Consider it a notch down from casino money (yeah I know where Bitcoin is and started).
What we all want is BEARER ACCOUNTS concept. They were passport savings books that anyone with said book could transact on the account. No questions asked. Banking cartel and gubermints outlawed them. Use to be very common, now youngsters have never heard of such a thing.
The modern day bearer account replacement of sorts are prepaid cards. These can be store cards or they can be Visa, Mastercard, AMEX, etc.
Local big retails stores usually stock these by checkout. Some are fixed amounts, others allow you to fund it within range.
Vanilla is one bank brand in the middle and they sell Visa and Mastercard versions.
It's simple, you buy with cash, you get activated card.
That card you use with your new or safe identity online when buying. Limit fund cards to deal with one site or purchase. Not one card and spending all over and developing a profile on who you are.
These cards are good for online purchases of any service that remotely claims to be privacy centric. They should clear purchasing system just like a normal card. Only catch is auto billed future subscriptions can't be done to them. So you have to manually pay your future invoices (not hard - schedule them on your calendar app as reminder).