Yup. Very annoying when you have idevices throughout your house and are then told (on a TRUSTED COMPUTER) you must enter a password on the device. And it doesn’t provide you enough time to go to the wrong room, and then the right room because your spouse moved the iPad. What is happening is that your security is actually being lessened because the button you hit is ‘cancel’. This probably works OK with someone who has one iPhone that lives in their pocket. I too use iMazing and got the same reply and was provided the website where I could and did complain. Either revert to previous or supply us with an ‘opt out’…
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Not seeing this behavior after installing 15.7.1 update on my iPhone 13—thank goodness!
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Apple keeps making it ever more difficult to make “local” backups of my iPhone to my iMac. Years ago, when I first bought an iPhone (5s), I wrote a little script that cron would run at 05:00 to back up my phone and sync my calendar, contacts etc. It worked just fine and took care of backing up my phone without my having to think about it. Unfortunately, when I replaced my 5s with an iPhone SE 2020, my script stopped working. The problem was that the backup would not talk to the phone while the phone was locked. That was a nuisance, but I just switched to running my script manually every morning after unlocking my phone. Now, I also have to key in a passcode eveyr time, which is even more of a nuisance. I am a sysadmin by profession, and I prefer to keep my backups under my own control rather than consigning them to someone else’s cloud. I guess that makes me some sort of dinosaur. 
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I would argue that they’re making it ever more difficult to automate the backup system. And I agree, it’s a pain if you want to automate the process to a service other than Apple’s.
But for people like me who have always done it manually (connect a USB cable, open a Finder window, select device, click Sync), having to enter my passcode isn’t a whole lot of additional work.
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It’s not just that they made it more difficult on the Mac side. They made it outright impossible on the iPhone side.
You used to be able to lunch backup/sync from the iPhone itself under Settings > General. With iOS 13 or so they silently removed those controls. Big mistake since there is no need to use USB when syncing to your own Mac (especially not when Lightning uses dirt slow 480 Mbps USB2). Wifi does the trick just fine but that means now Mac and iPhone could be potentially be quite a bit apart. Who wants to wander to their stashed away Mac when all it used to take was a tap on your iPhone?
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Remote Desktop?
(Ducking and running away now…)
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every time the phone is connected to the computer, it prompts for the pin to “trust this computer”. every stinking time. this phone and computer have been merrily syncing since they were purchased more or less this time last year and now they’ve got trust issues?
ios16 was bad. 16.1 is appalling.
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This is happening to me too!
I’m running 12.6.1 on my Intel MacBook Pro, and and 16.1 on the iPhone 13. I had no trust issue prior to 16.1.
I found some articles on the web suggesting that some iPhone resets might solve the issue. So I reset Network Settings and Location & Privacy. Following this, I had to go through some additional dialog boxes to establish trust. But the issue persisted.
Of course the resets also prompted me to re-join my Wi-Fi network and permit location to be used again in some apps. So I think the resets did what they were supposed to do. They didn’t fix the trust issue, though.
Making iPhone backups with the Finder still works. I just have to type my passcode each time now to establish trust again for the moment.
I haven’t reported this to Apple as of yet. But I might if I don’t see much attention elsewhere. I’m rather hoping this is addressed in an upcoming macOS or iOS update.
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thanks for the validation.
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Here’s some more information. Others are also experiencing this. It may now be a “feature”.
https://discussions.apple.com/thread/254316254
–Brian
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I usually need to Trust, but I’m running iPadOS 15.6.1 and macOS 11.7. It also happens with my iPhone and I assume (it is not within reach right now) that it is running iOS 15.6.1. In other words, the issue predates iOS 16, at least for me.
If I were to list the anomalies and issues I have with iOS and macOS, this wouldn’t even pass the qualifying round, let alone make it to the medal stand. Maybe I’m doing it wrong, but many things that used to work have stopped working, and there are new things that have never worked (for me).
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being masochistic, pinged @applesupport on the musk channel. they suggested i try what @brianallenlevine already did. pass.
I have noticed this in recent months as well.
Maybe the folks at Apple don’t plug their phones into Macs anymore so this function gets overlooked.
I backed up an iPhone 8 to a Macbook running Mojave yesterday. When I plugged it in the Macbook gave a message like “An update is needed to connect to this iPhone” and I proceeded with that update. After that the iPhone appeared in iTunes (remember that 
) and displayed the trust dialogue.
that’s a known, albeit weird, function. has to do with a mismatch between o/s versions. unless the fruities broke something else, it usually happens once and then everything “just works™”.
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I kept getting this until I updated to Ventura. Once my MBP was up to date, I stopped getting them. Will see what happens when the next iOS update comes out.
Apple support wasn’t too knowledgable here.
David
Yep. The message is misleading, but it is actually installing a (model-specific?) device driver to allow sync services to communicate with your iOS device. It seems to need to update/install this driver after every iOS update.
Fortunately, this is a pretty small driver, so it’s a quick download and doesn’t seem to affect any other part of the system.
I can only assume that Ventura pre-installs the iOS sync driver for whatever version(s) were current at the time of its release.
continued with @applesupport and because the definition of madness is to do the same thing over and over again expecting a different result, i reset the location data on my phone. as @brianallenlevine noted, didn’t fix a damned thing and broke a pile of other settings, many of which i’d forgotten how i’d originally set them up.
many thanks @applesupport! now file a bug with engineering and get this damned annoyance fixed …
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Is this really the trust the computer/driver issue, or is it the new backup via iTunes/Finder/iMazing requires a passcode on the phone in iOS 16.1/15.7.1?
This is why I always become very cautious when suggestions such as reset network settings or reset location data get thrown around. Often times there is zero obvious causal link (but perhaps vague hearsay about some guy on the internet having solved something similar some time ago…) so you have to be very doubtful about this fixing anything, but it is guaranteed to break a whole bunch of other stuff that you then need to set up again by hand. Not few casual users will find themselves not remembering exactly, or not being able to, recreate their former settings, let alone find the significant amount of time/effort to restore everything. These days on iOS, the reset xyz settings seems to be the have-you-repaired-permissions-yet of last decade’s Mac.
Like @ddmiller I’m wondering if you’re perhaps seeing the same thing the rest of us saw with 15.7.1 and 16.1 – at least those of us vile luddites who still dare sync to our Macs.
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WTF has happened to Apple? “It just works” is long dead. Next, I had the impression that everyday users were being used as beta-testers. And now it seems as if we’re the alpha-testers. Sure, today’s digital world offers a lot of stuff which was never before possible, security has become much more important than before, and getting it all to work together is understandably much more complex. But still, what’s going on in Cupertino? Bad engineering, not thinking “users” uses through? Sloppy, lazy? I believe Apple could once do much better; they’ve got to take another look at quality control, and the “experience” they offer.
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