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 Oct 6, 2023 2:34 AM

I have similar issue, Macbook pro 14" MacOs Sonoma and iphone 15 promax iOS 17.0.3, see each other, iphone can send to macbook, macbook can send small image to iphone, but a MOV video file ~500MB, the transfer was good until in the end, it show "failed" on iphone and "cancel" on macbook

26 replies

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.


Dec 29, 2023 11:55 AM in response to CWR0401

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.

AirDrop conitnually Failing between iPhone and MacBook

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