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MickeC
User level: Level 1 (4 points)

iPhone 16 'Trust this computer' pop-up missing for file transfer

I have five iPhone 16, almost identical configurations, using same USB-C to USB-C cable to transfer files to windows PC, they have different IOS. One get the "Trust this computer" popup, the others does not. The working one has IOS 26.2, the others has 26.4.2, 25, 27.0.1. The working one should have identical configuration with one that does not work. We have more iPhone 16 but I dont know how many has this problem. Using other cables or computers give the same result.

All iPhones are supervised and using Workspace One. All windows PC are managed with Intune.


Posted on Oct 13, 2026 12:16 AM

2 replies

SravanKrA
User level: Level 10 (454,138 points)

Oct 13, 2026 1:32 AM in response to MickeC

The following is extracted from --> About the 'Trust This Computer' alert message on your iPhone, iPad, or iPod touch - Apple Support


If you need help with the alert message


If you tap Trust or Don't Trust, but your computer doesn't accept your answer, or if the alert message won't appear, follow these steps. Try again after each step.

  1. Make sure that your computer has the latest version of macOS or the latest version of iTunes or the Apple Devices app. If you downloaded iTunes for Windows from the Microsoft Store, make sure that iTunes Mobile Device Helper is enabled as a startup item.
  2. Disconnect and reconnect your device from your computer.
  3. Restart your computer.
  4. Restart your iPhone, iPad, or iPod touch.
  5. Reset your location and privacy settings.
  6. Reset your network settings:
    1. Go to Settings.
    2. Tap General.
    3. Tap Transfer or Reset [Device].
    4. Tap Reset.
    5. Tap Reset Network Settings. This also resets Wi-Fi networks and passwords, cellular settings, and VPN and APN settings that you've used before.



MickeC Author
User level: Level 1 (4 points)

Oct 13, 2026 2:25 AM in response to SravanKrA

But there is no popup with trust or dont trust on the phone - that is the problem.

Originally posted at discussions.apple.com/thread/256375272