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?
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?
What if I turn off my browser or restart my device afterwards? Is it too late, even on TailsOS/Whonix?
A lot of that depends on your architecture and how you use your systems.
Nothing will keep your activities separated if you do two things in the same session. Depending on your browser you could persist cookies across sessions, or browser plugins, or just a outdated version of whonix could be enough to link accounts
What is your objective in your use case?