Simplelogin security + safari browser settings

Question 1

I use simplelogin and have all of my accounts linked to aliases, but they all link to my simplelogin. Doesn’t this create a single point of failure so if simplelogin is breached, its game over so to speak? Also if I currently pay for it through the app store and I want to switch to android, how can I transfer my payment method to an android?

Question 2.

I use all of the recommended browser settings for safari, and watch youtube in browser, when I create new tabs, my ip changes and it doesnt show recommended videos and acts as if it is a new device. Is youtube still able to link my browsing habits between sessions if I create new tabs everytime I watch and I have all of the browser settings shown on the main site?

“Game Over” in what sense? What game? If you mean “Advertisers/Data Collectors can then link activity on all of these accounts,” then yes, it would be no different than if you’d used the same email address on all of those accounts from the start. So rather than a “single point of failure” it’s an extra step that needs to be made to compromise the anonymity.

Q1-subq1-reply:
To me emailing is a single thing from the given out address until how can i reach the content sent to it in case of SOS situations.
Had a single email (1 account 1 address), many account on it situation. Not good.
Had many mail-accounts with single adresses situation. Annoying to track and to go over all.
Had single account many (integrated) aliases situation. Better overall, if you have enough aliases. Got the bug, i needed more!
Currently i am “going to be” on single email account with internal aliases, but everything on simplelogin aliases setup. All the benefits:
-no need to check many accounts, but still from externally i can use many adresses (form me it is for breach-tracking the most, then other benefits).
-in case of the mail provider drops a “skiff”, one (ok two) email adress rewrite, and i am good.

Yes, if SL simplelogin get breached, all will gone, but there is no real solution in emailing to be safe.
Many acounts >> nightmare, and still need a “safe endpoint”, in most cases.
Make your own domain or server too >> to me it is the same as having SL, with the chance of me being the dumb one, and misconfiguring something.

I can not really see an other solution, if we need to have emailing. But some migh can provide tips!