If I log in to my account that includes my name, will my previously anonymous device now be associated with my account? What if I do the same in TailsOS?
Holy shit, How fast do you type? And your explainations are so detailed, thanks a lot!
Is running two different operating systems on different VPNs and different devices also good enough?
Is using one service on the clearnet normally and the other service later after rebooting with TailsOS also a viable option?
Also, QubesOS seems like the perfect solution for me, thank you for the suggestion.
good enough?
That is such a problematic statement, depends on your threat model, how much effort they are willing to spend to identify you. Honestly, truly, read the EFF guides, and privacy guides to help you establish your threat models.
Any two online identities that use different, and consistent paths, without cross contamination will be sufficient for social media like having two facebook accounts so one for friends and family and one for your alternative lifestyle without cross contamination.
Qubes is great, I recommend you play with it.
One more option I forgot to mention, if you’re not really worried about your security, this is more of a nice to have:
Some VPN software like mullvad browser extension Will let you set site specific VPN exit points. So you could have multiple profiles of Firefox or even Chrome running, each with the browser extension, each specifying different VPN exit points. I wouldn’t consider this high security, but for having two social media accounts coming from two IP addresses with separate browsers and separate cookies this will work
Under the hood, it just uses different socks proxy servers that known IP addresses, so you could set it up without using the extension, but the extension makes it really easy