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I'm on macOS Catalina 10.15.7 and iOS 14.1. This AM when I connected my iPhone to Mac, I got this pop up. It is not something I see re: regular updates - never gotten it before. I just X'd through it and continued as usual. I recently synced the other week with all the same software and didnt get it. Have not made any os or ios updates or changes to warrant message. I did use the Learn More linkbut did not get any useful info from Apple other than then saying its needed to connect - which is is NOT as i X'd through it and was able to connect. What is it for? Whats it mean? Anyone else get one?

connection message

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    Is your device called TiPhone? – Berk Ilgar Nov 13 '20 at 16:11
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    What happens when you click the Learn More... button? It is there for a reason. – IconDaemon Nov 13 '20 at 16:27
  • yes, TiPhone is the name. – Stumped Nov 14 '20 at 19:21
  • well, i did hit the Learn More and its llike the secutirty updates, you click to get the info and they dont tell you anything but that its for security.... support.apple.com/en-us/HT208831 – Stumped Nov 14 '20 at 19:22
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Not a definitive answer, but anecdotally…

It's happened on every Mac here that is linked to an iOS device, on first connect after 14.1/14.2 [we held off 14 for a while]
Why, idk, but yes, something changed [or is about to change once you do update to 14] in the phone/pad that needs a macOS/iTunes update.
No Catalina here, but his happened on both High Sierra & Mojave Macs. I had assumed, prior to your question, the it was because we weren't up to date on macOS itself, but it seems not to be the case.

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  • yep, weird. a day or so before i got this message, i had been syncing the iphone a few times to try to solve music playlist disappearing issue and didnt get the message then. No updates to ios or os then started to get the message..... – Stumped Nov 14 '20 at 19:41
  • Hey Tetsujin - what happened after you did the update? I connected my phone just now and got the prompt again. Apple told me its an option to update to bigsur – Stumped Nov 17 '20 at 18:10
  • Life went on as normal. None of the Macs here are capable of running Catalina, so idk what would happen differently if they were. – Tetsujin Nov 17 '20 at 18:13

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