macOS Sonoma 14.0: Error message › There was a problem connecting to the server. URLs with the type “file:” are not supported.

I just installed macOS Sonoma version 14.0 on my MacBook Air with M2 chip (2022). I keep getting a popup message that says, ‘There was a problem connecting to the server. URLs with the type “file:” are not supported.’ Then there’s a OK button which I have a to click a half-dozen times or so before it dismisses. Then it just comes back a few minutes later. There is no explanation of which piece of software is trying to connect to which server at which URL.


Searching online doesn’t reveal any other user with this issue. Perhaps it’s a third party application? At startup, I do run Adobe Creative Cloud, Dropbox, OneDrive and others that may try to access or sync files between cloud files and local files.


Anyone else encounter this?

MacBook Air (M2, 2022)

Posted on Oct 9, 2023 6:37 AM

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Posted on Feb 9, 2024 5:28 AM

SOLVED - Eventually I was able to find a small set of folders that had obsolete Mac AppleWorks documents (with the extension .cwk). Even though these were not shortcuts, something about those files must have still been referencing the computer they were originally from. I excluded those folders from the Carbonite backup and that fixed the problem.

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Feb 9, 2024 5:28 AM in response to Carl Johnson

SOLVED - Eventually I was able to find a small set of folders that had obsolete Mac AppleWorks documents (with the extension .cwk). Even though these were not shortcuts, something about those files must have still been referencing the computer they were originally from. I excluded those folders from the Carbonite backup and that fixed the problem.

Oct 9, 2023 8:21 AM in response to Gary Horsman

Gary Horsman wrote:

I just installed macOS Sonoma version 14.0 on my MacBook Air with M2 chip (2022). I keep getting a popup message that says, ‘There was a problem connecting to the server. URLs with the type “file:” are not supported.’ Then there’s a OK button which I have a to click a half-dozen times or so before it dismisses. Then it just comes back a few minutes later. There is no explanation of which piece of software is trying to connect to which server at which URL.

Searching online doesn’t reveal any other user with this issue. Perhaps it’s a third party application? At startup, I do run Adobe Creative Cloud, Dropbox, OneDrive and others that may try to access or sync files between cloud files and local files.

Anyone else encounter this?


What is it you are trying to do...?


If you suspect third party, to trouble shoot further you can:


—A SafeBoot Use safe mode on your Mac - Apple Support will sort many anomalies


Does a quick disk repair before it fully boots up, and certain system caches get cleared and rebuilt, third party system modifications and system accelerations are disabled.

Login and test. Reboot as normal and test. Caches get rebuilt automatically.


This test will tell you if third party interference; most* extensions etc are not loaded in safe boot mode.



—Test issue in another user (or guest user) account Change Users & Groups settings on Mac - Apple Support

This will tell you if it a universal issue or isolated to your user/admin account. 



unplug all third party peripherals when testing


Uninstall all third party apps that are Cleaners/Optimizers/VPN/Anti-Virus

all known to cause issues on the macOS



Oct 15, 2023 6:03 AM in response to Gary Horsman

So after having some issues with my backup (I forgot to make it bootable), I thought I’d give this issue another shot. I saw some sites online referring to Time Machine as a possible culprit for the error message. By default, Sonoma has this turned off and you need to add a drive or partition to make it active. I tried just adding a Time Machine destination drive to a memory card and then removed it.


But then I also saw a screenshot of Finder window and how to connect a NAS (Network-Attached Server). I do have a hard drive hooked up to an old Airport that I use as a remote iTunes storage device to free up space on my local drive and even though that NAS was always accessible, I tried connecting to it from another user account on the same MacBook Air. I also tried turning off various login items from the General Preferences pane I didn’t think I needed.


And after doing all this, the error message never showed up again. After throwing all that spaghetti at the wall, something finally stuck. I do suspect it was my NAS and Sonoma just has issues with trying to access the files and keeping them up to date despite the fact it was fully mounted.


So if I had to take a wild guess, a NAS mounted via Airport (that old and cherished Apple wi-fi router and LAN storage hub) was throwing off macOS’ ability to keep referring to its contents as a background process even on cold startup as I had configured the NAS to connect by default every time I would log in. It also explains why no one else had the same issue as my scenario is likely super rare.

Dec 5, 2023 12:57 PM in response to gscottart

gscottart: You're a lifesaver!!! I, too, have a M2 MacBook Air and upgraded to Sonoma 14.1.1 last week...and ran into exactly the same issue as Gary Horsman with the annoying, continuous popup of the message: ‘There was a problem connecting to the server. URLs with the type “file:” are not supported.’ Per the comments on this thread, I tried the other suggestions mentioned, including toggling Privacy & Security/Full Disk Access items on and off as well as General/Startup Items. YOUR suggestion of eliminating/refreshing the com.apple.TimeMachine.plist file didn't make much sense to me as I haven't used Time Machine in over a decade (and never with this computer, of course). YET, eliminating this preference file & restarting was, indeed THE solution!!! 'Thank You' a thousand/million times!!! I don't understand the underpinnings of this specific preference file causing the problem, after following your suggestion, all is well. Crazy! But, again, I thank you from the bottom of my heart!


[Edited by Moderator]

Jan 18, 2024 9:55 AM in response to Gary Horsman

Coming to this months later to say that I'm having the same problem with the pop-up error message. In my case, it is resulting from Carbonite – I can't figure out what Carbonite is looking for, but it's trying to connect network drives that haven't existed in a decade or more. I can't find any aliases or other connections to them, but it keeps giving me this error. In my case, clearing the Time Machine plist file didn't have any effect. I only get these errors when Carbonite is trying to backup; pausing the backup immediately stops them, so I know that's the issue. Just in case anyone else is experiencing the same.

Feb 9, 2024 5:24 AM in response to Gary Horsman

I had been getting multiple instances of these error messages when I updated to Sonoma, usually right after startup but also periodically throughout my usage of the computer. The specific solution offered by gscottart didn't work for me, but the basic strategy did. I opened [UserName]>Library>Preferences folder and sorted by Date Modified. Then I waited to get the error message. When an error message appeared, I immediately consulted the Preferences folder to see which *.plist was being accessed by the system and then deleted that file. A new *.plist was created to replace the deleted one. So far, after about 20 minutes, this appears to have fixed the error.

Oct 10, 2023 7:01 AM in response to leroydouglas

Thanks for your quick response.


The alert shows up randomly, so it’s not tied to any one specific activity or application as far as I can tell. In fact, the alert shows up right away at the login screen as you can see from the attached screenshot.


I booted into safe mode as instructed and the alert continues to show up. I also reinstalled macOS Sonoma using the recovery method and the alert shows up right away at the login screen before logging in and after logging out.


I restarted and the alert shows up again at the login screen. I have to click the OK button seven times before the alert is dismissed. The alert again shows up randomly when logged in, whether I’m just idling or working. There is no particular action required to trigger it which is why I suspect there is a background utility, application or task, either native to Sonoma or a third party, that is causing the issue.


I will check the other user accounts to see if it’s system-wide or just my own account. I will also try disabling the only other suggested application which is Warp by Cloudflare (a free VPN) to see if that’s the culprit. I don’t believe I have any other optimizers, anti-virus or other system-invasive applications, but I will check.


I will report back with my findings shortly.

Oct 13, 2023 11:23 AM in response to Gary Horsman

Despite disabling several applications that can potentially try to connect to some server in the background, turning off the Cloudflare Warp VPN, using the default network location instead of Cloudflare’s 1.1.1.1 DNS settings, checking all user accounts (they all display this error message), the alert keeps popping up. It pops up as soon as the Mac starts up at the login screen, it pops up when first logging into any user account, it pops up randomly whether I’m launching an app, watching a YouTube video or just idling.


The only thing that’s changed from before these alerts have shown up is that I upgraded to Sonoma 14.0. I presume it’s just a point-zero situation where all the initial bugs for a brand-new OS just manifest before they’re squashed in the next point release.


I’m probably just going to revert to the backup version I saved just before upgrading. I don’t think my MacBook Air is ready for Sonoma just yet. 😞

Oct 15, 2023 1:36 PM in response to Gary Horsman

When I upgraded to Sonoma, our Drobo external drive became invisible to every machine in the office except the server it is attached to.


I had blamed the Drobo bankruptcy, and tried a bunch of other fixes that took tons of time and did nothing.


The move that actually did the trick, though, was as simple as could be: going into the server’s settings at “Privacy & Security,” then “Full Disk Access," and toggling-on “smdb.”

Mar 12, 2024 12:18 PM in response to gscottart

I had and still have the same problem. Several months ago, Apple Support directed me to follow the same instructions by deleting the TimeMachine.plist in Finder. It worked for about a month and has come back. Now the TimeMachine.plist file is trashed since the first time I was instructed to delete it and have no other option to get rid of this horrible error message. It has something to do with Finder, but I cannot determine how to get rid of this - AGAIN!

Feb 17, 2024 5:46 AM in response to JeffCornbread

Update on my earlier post: deleting *.plist files worked for a short period and then I continued to get two error messages at the same time about every half hour—though this was fewer than I had been getting. After trying everything that had been recommended above (at least three times each), I tried turning on TimeMachine. Up to this point, I had not been able to locate the com.apple.TimeMachine.plist file in my preferences. After opening and messing with TimeMachine, the error messages increased. I then tried reinstalling Sonoma. The error messages continued, but I was suddenly able to find the com.apple.TimeMachine.plist file in my preferences. I deleted this file, and the error messages have not appeared for about 12 hours.

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macOS Sonoma 14.0: Error message › There was a problem connecting to the server. URLs with the type “file:” are not supported.

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