Sending photo's from external drive via iMessage

Upright_Artistic

macrumors newbie
Original poster
Nov 12, 2019
2
0
I'm completely new to Mac. I'm having an issue, when I try to send a photo that's located on a external drive I get the following "not delivered" message pictured below. But when I move the photo from my external drive to the desktop the photo will send no without any issue. Is there a reason Mac behaves this way? Why can I not send a photo on an external drive? Thanks for the help.
 

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Brian33

macrumors 6502a
Apr 30, 2008
808
64
USA (Virginia)
I can't think of any reason it should behave the way you described! Weird. You should be able to send photos located an external drive.

Oddly, your image attached does not show a "not delivered" message -- it shows two photos.

Are you still having trouble?
 

Upright_Artistic

macrumors newbie
Original poster
Nov 12, 2019
2
0
Oddly, your image attached does not show a "not delivered" message -- it shows two photos.

Are you still having trouble?
Thanks for the reply...I’m still having trouble.

In the lower right hand corner of the screen capture there’s a red indicator that says “not delivered”
 

Brian33

macrumors 6502a
Apr 30, 2008
808
64
USA (Virginia)
Oh -- I missed the "not delivered" indication, sorry.

Huh. It looks like you're sending via Messages. I played around with sending a photo with Messages from an external hard disk drive but didn't notice anything odd...

Your external drive is probably slower than your internal drive, but it shouldn't make any significant difference. I'm assuming you're not disconnecting or ejecting the external drive before the photo is completely sent (which can take awhile). I'm also assuming the photo on the external drive is just a file you're accessing with Finder. Or, is it in a Photos.app library, or some sort of archive (like a .zip file)? Does this problem seem to happen for any photo on the external drive, or just a particular photo?

Might be worthwhile to copy the photo(s) to a different external device (a HDD or a USB flash drive, for example) and see if you have the same behavior -- to determine whether the issue is specific to a particular device.

So far I'm at a loss to explain why you're seeing this issue! Very odd, and it must be frustrating.
 

astonius86

macrumors member
Apr 25, 2017
80
17
Bentonville, AR
Wow, I was searching for this issue and found this thread. My drive isn't external, but it's a different internal drive than the main system drive. I copied the photo from the second drive to the main drive, and sure enough it sent without issue. So weird, and very frustrating. I'm running 10.15.1. The secondary drive is formatted in exFAT.
 

whyunowork

macrumors newbie
Nov 23, 2019
1
1
Wow, I was searching for this issue and found this thread. My drive isn't external, but it's a different internal drive than the main system drive. I copied the photo from the second drive to the main drive, and sure enough it sent without issue. So weird, and very frustrating. I'm running 10.15.1. The secondary drive is formatted in exFAT.
double wow I JUST now started to experience this issue after updating from Mojave to Catalina 10.15.1

I was only able to send photos/documents once I put them onto my desktop
 
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Mark Den Hartog

macrumors newbie
Feb 9, 2020
3
2
I am seeing the exact same thing. updated to Catalina yesterday and I can only send from my internal drive.
My iMac starts spinning the fans like mad as well!??
Just changed permissions to "everyone" ,problem persists.
 

Brian33

macrumors 6502a
Apr 30, 2008
808
64
USA (Virginia)
I think I saw somewhere that this was a bug that might be fixed in one of the Catalina updates. Have you applied all the updates? Not sure but I think Catalina is up to 10.15.3 now.
 

mikzn

macrumors 68000
Sep 2, 2013
1,687
949
Vancouver
Just tried it on Catalina 10.15.4 - it works but but is very slow - took a few minutes to send a 215k picture from an external HDD drive - it's like "go have a coffee" slow

Edit - maybe I spoke too soon - tried it again with a larger picture and it stalled out at around 95%
 
Last edited:

Mark Den Hartog

macrumors newbie
Feb 9, 2020
3
2
Yep. still busted. 10.15.3 here. Calling apple tomorrow if I have time.
- - Post merged: - -

I think I saw somewhere that this was a bug that might be fixed in one of the Catalina updates. Have you applied all the updates? Not sure but I think Catalina is up to 10.15.3 now.
Thanks Brian! I am on the latest version.
 

_Alex_

macrumors newbie
Feb 10, 2020
1
0
Hit this thread, because I was searching Google for solution. Same crappy issue here after upgraded to Catalina. The issue still persist even after all OS updates are applied. I have a Lacie external SSD connected to one of the TB3 ports and I can access all the files and folders w/out any issue. However, when I try to send a photo, which is located on the external drive via iMessage, it just takes few minutes to "try" and then it gives up without sending it. When I copy the photo anywhere on the local SSD and send it via iMessage it is OK.
It is obviously a dumb bug. Apple has to fix this crap.
 

adenbeckitt

macrumors member
Jun 23, 2010
73
0
Just updated to Catalina today as I was sure all the bugs must have been squashed by now... I was wrong. This is a deal breaker for me, I send so many files like this. Annoyed is an understatement.