Why does my Mac keeping asking for my password everytime I move a file?

I just upgraded my OS to Sequoia 15.3.2 and now every time I move a file from one folder to another I get a prompt to enter my login password. It even does this when I want to throw a file in the Trash. This is really annoying. Why is it doing this?

Mac mini

Posted on Mar 22, 2025 8:08 PM

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Mar 23, 2025 10:15 AM in response to CharlieBrown63

Your home directory protections are seemingly somehow incompatible with your login user.


Whether something happened to the directory protections, or something happened to the login itself, is unclear.


If your entire login is affected, this isn’t something that can be easily fixed by propagating protections from your login directory either, as different parts of your home directory structure need to have different protections.


Back up your data using Time Machine, boot Recovery using Option-Command-R, erase and re-install macOS, and then use the Setup Assistant that is available at first boot to automatically migrate your data in from your backup.





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Mar 23, 2025 11:59 AM in response to Zurarczurx

Zurarczurx wrote:

It would be better to see if we can confirm it's a protections first, wouldn't it? Otherwise the OP could go through the hassle of a full system restore only for the problem to re-occur.


I’m basing that get-a-backup-and-a-fresh-install suggestion on this:


This is happening with EVERY file and EVERY folder on my Mac. I can't even throw files from the desktop into the Trash without entering my login password.


That, and trying to reset protections through the home directory and all subdirectories ends badly.

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Mar 23, 2025 10:18 AM in response to MrHoffman

MrHoffman wrote:

Your home directory protections are seemingly somehow incompatible with your login user.

Whether something happened to the directory protections, or something happened to the login itself, is unclear.

If your entire login is affected, this isn’t something that can be easily fixed by propagating protections from your login directory either, as different parts of your home directory structure need to have different protections.

Back up your data using Time Machine, boot Recovery using Option-Command-R, erase and re-install macOS, and then use the Setup Assistant that is available at first boot to automatically migrate your data in from your backup.

• Back up your files with Time Machine on Mac - Apple Support
How to reinstall macOS - Apple Support• (use Option-Command-R to boot Recovery!)
• Erase and reinstall macOS - Apple Support



It would be better to see if we can confirm it's a protections first, wouldn't it? Otherwise the OP could go through the hassle of a full system restore only for the problem to re-occur.

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Mar 23, 2025 1:18 PM in response to CharlieBrown63

CharlieBrown63 wrote:

…Does anyone know a good online source for getting up to speed with using Sequoia? I could use some tips for basic operation.


The official Apple docs: Mac User Guide - Apple Support


I’m usually re-reading that every few versions, both as a refresher, and to learn what useful things haven’t gotten much notice.

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Mar 22, 2025 10:58 PM in response to CharlieBrown63

Maybe the permissions with those folders and files need fixing. It happens sometimes when folders are copied from Windows or from other user accounts etc. In Finder Get Info of the parent folder, set the permissions as desired, and "Apply to enclosed items...".

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Mar 22, 2025 11:18 PM in response to Matti Haveri

I'm still not sure what you're telling me to do. This is happening with EVERY file and EVERY folder on my Mac. I can't even throw files from the desktop into the Trash without entering my login password. How do I even get to where you're talking about? How/where do you set permissions for the whole computer? I just want this constant prompt for login password turned OFF!!


PS - I'm a graphic artist that works exclusively in Photoshop and Illustrator. I've been working daily on a Mac since 1987, but system upgrades are ALWAYS a nightmare for me. I am not good with Mac system stuff at all, and work from home. I have no IT department to turn to for help. I'm REALLY regretting this system upgrade. Why is this never an easy thing?

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Mar 23, 2025 12:41 AM in response to CharlieBrown63

Right Click on a file that has this problem select "Get Info". Look at the bottom of the info panel and you'll see the permissions. If the files all belong to your and you have Read and Write access then Matti's advice to boot into safe mode is good.


Has this just started happening after an update or have you done something else?

Just to confirm - this is copying between folders on your Mac's HD all in your user account?

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Mar 23, 2025 12:59 PM in response to CharlieBrown63

I got exasperated lastnight and just shut it all down.

Today when I booted up it's allowing me to throw files in the trash and move files from folder to folder without the login prompt. I tried a bunch of different things lastnight upon Googling the issues. I don't know what I did, but obviously something helped. It's weird because I had Restarted a number of times lastnight and it wasn't working.


I do occasionally get asked for a login prompt when doing certain things, but I just have to play around on the computer a bit to find out what those things are and then I will come back here and ask again. I was using Mojave and this system upgrade has been a big leap, so we'll see how it goes.


I'm also just getting use to a whole new System Preferences panel and trying to figure out where everything is. Does anyone know a good online source for getting up to speed with using Sequoia? I could use some tips for basic operation.

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Mar 23, 2025 7:24 PM in response to Zurarczurx

I'm not sure what you mean? I'm just a tech illustrator working mostly in Adobe Illustrator.

In the past, working for various agencies, whenever something like this went down we called in the IT guys within the company, and let them figure it all out. I got up out of the chair, and they sat down and did their thing to fix the problem. I don't have that luxury now working from home. I was warned not to do a system upgrade, but thought it would be painless and easy..."Just upgrade, press the button and voila!" You'd think after all these years that Apple would make this stuff easy for anyone to do. Not so.


This problem is happening randomly with different files and folders when I go to throw them away. Some go into the Trash without login prompts, and some don't.


Explain to me how to check permissions in files and folders for a dummy, LOL. Tell me what I'm supposed to look for, and how to change it if need be...but explain it in very simple terms. I'm NOT a tech guy, I'm an artist.

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Why does my Mac keeping asking for my password everytime I move a file?

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