AirDrop conitnually Failing between iPhone and MacBook

I have an iPhone 14 Pro running iOS 17.0 and a Mac Book Pro 16" running Sonoma 14.0 Every time I try to AirDrop I get a failed notification. I was previously able to AirDrop bewteen the two. I have toggled the radios on both WiFi and Bluetooth and have toggled the AirDrop feature as well. Find my iPhone and Find my Mac are both enabled.

iPhone 14 Pro

Posted on Sep 27, 2023 11:17 AM

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Posted on Dec 29, 2023 11:55 AM

I spent HOURS at the local Genius Bar trying to get this issue fixed. Hours more on several phone sessions with senior tech advisors at Apple.

But the guy on the phone actually pointed me in the direction of resolving the issue myself.

My problem was that I had several different contact cards for myself, each for a separate purpose, but they all had my Apple ID on them (both email and phone) and 2 of them had my secondary Apple ID that I use for App Store and iTunes Store purchases.

I modified those cards so that only one of them contained my main Apple messaging ID phone number and email. That information was removed from ALL other cards. then I made sure that the same contact cards on my phone were identical to those on my Mac.

Restart, restart.

Problem solved: AirDrop and HandOff now both work as they should in both directions.

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67 replies

Jul 6, 2024 6:08 AM in response to CWR0401

This may sound daft but, like many others, I've just upgraded to Sonoma and can no longer Airdrop anything from iPhone to iMac. I read all the previous comments and was not happy going into Terminal in case I totally messed up my iMac. And then I noticed that in AirDrop on my computer upgrading to Sonoma must have altered a few settings as my computer was now 'not discoverable by anyone'!! I altered this to discoverable by anyone and my transfer from iPhone to iMac miraculously worked. Seems a small thing to cause such consternation but it's a bit like throwing out the printer before checking the fuse in the plug!!

Sep 30, 2023 1:30 PM in response to CWR0401

Hey CWR0401,


You've done some great troubleshooting steps so far. Does AirDrop fail both ways? For example, from the MacBook Pro to the iPhone or the iPhone to the MacBook Pro?


If you haven't already, we recommend updating to the latest iOS 17 release, which is currently iOS 17.0.2 before testing again: Update your iPhone or iPad - Apple Support


If that doesn't resolve the issue, you may want to reach out to Apple Support directly for a closer look at the fail notification. You can reach them here: Get Support


Take care.

May 16, 2024 12:26 PM in response to CWR0401

I had the same issue. I'm not sure when it exactly happened because I updated my OS twice before identifying the issue. I saw some people running commands on the terminal, which I only do as last resort as you can have unexpected behaviours.


Anyway, what worked for me was toggling air drop and sending a picture to my iPhone. After that, my iPhone was able to send files via air drop to my MacBook.

May 27, 2024 5:52 AM in response to bitspersec

Another follow up. After upgrading iOS to 17.5.1 (from 17.4.1), it *sometimes* works. If you open 'AirDrop' on your Mac, you should see your phone on a screen that looks like a radar. What I've noticed is that when it works, another copy of my phone appears, downloads my files, and disappears. No matter what though, it does take a long time (30-60 seconds) of getting a flashing 'Waiting...' symbol before anything happens. Through testing, what I've been able to determine is that Apple appears to be figuring out if you have WiFi *and* bluetooth access to your computer using some contact information. They seem to want to prefer using WiFi for the actual transfer, but will resort to Bluetooth if they have to and there is a lot of back-and-forth trying to figure out if you are on the WiFi. I've also had it lock up once starting to send something and right clicking on my phone avatar/symbol in the Macs AirDrop screen showed it was trying to calculate number of files and size, so that negotiation might be hanging it up as well.


So, you could just turn off your WiFi and use Bluetooth exclusively, that was *more* reliable, but not bullet proof and took a long time in the 'Waiting...' state before it decided to finally DO something. This definitely is much worse than it was before I upgraded Sonoma.


Just tested it by turning off Bluetooth and using WIfi -- Took 35 seconds to finally decided to transfer, then it was done in less than a second. This option is not always available -- Apple ALSO seems to cache a list of favorite sharing... methods such as specific Messages contact and your Mac if you Airdrop to it. So, if you turn off Bluetooth, this cached destination may disappear, based on the testing I've done.

Nov 28, 2023 3:08 PM in response to AndrewMacNeill

I'm still having the same issues with airdrop as well, though I did notice something. For some reason, no matter what I set my airdrop privacy settings to, it will force its way back to no one for permissions. So now, whenever I need to airdrop something I open airdrop in finder and toggle it to everyone or contacts only right as I am sending. It works about 50% of the time doing this. Sometimes it might even say everyone or contacts only already, but toggling to no one and then back has similar results. Very odd.


I also have the internet dropping regularly issue. It's not an issue with wifi as my phone, my roommate's computer & phone, and other devices have perfect connections and no dropped internet. The computer will show connected to the network, but internet just *wont* work. Restarting does not fix it either. I just have to wait it out and it eventually resolves on its own. Insanely frustrating on an almost $4000 laptop. Support just gives the run around with basic troubleshooting I've already done 1000 times, and ultimately passes the buck to internet provider, which isn't the issue.


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AirDrop conitnually Failing between iPhone and MacBook

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