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which prompts for your Apple password but won’t actually succeed as you don’t get a login prompt on your other devices.

Hmm. What would happen if you signed in somewhere else in the OS as a way of getting a login prompt, then used that within iTunes? This is the method that gets iMessage working on Mavericks.
 

seems to be startergo's fraken-security.framework. Do be aware that around this period there was the infamous "goto fail" bug. One of the docs said "Guardrails — versions NOT to use", but it's not clear what version it ended up using instead. Also at least modern Security.framework is used for more than just TLS
 
Hmm. What would happen if you signed in somewhere else in the OS as a way of getting a login prompt, then used that within iTunes? This is the method that gets iMessage working on Mavericks.
Do you know by chance when iMessage login got messed up in Mavericks? I have been logged in for about 5 years and don't recall having any problems at that time. I know that in Sierra iMessage refuses to use the account logged in anywhere else for me, not sure why, but logging in directly in the app works still. Curious where in the system I might try to see if it'd work.
 
Do you know by chance when iMessage login got messed up in Mavericks? I have been logged in for about 5 years and don't recall having any problems at that time. I know that in Sierra iMessage refuses to use the account logged in anywhere else for me, not sure why, but logging in directly in the app works still. Curious where in the system I might try to see if it'd work.
The issues started some time in the summer of 2024.


Since iirc Sierra postdates the introduction of two-step authentication I don't think any of this will work (you won't get a code you can append to the end of your password).

(If you have more questions it might be good to move to a separate thread so we can keep this one focused on AquaProxy.)
 
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