I upgraded to Tahoe 26.2 today and I seem to be having trouble sending .jpg photos in IMessages. If I convert the images to .png they will send. If I try and send as a jpg, it doesn't send, then IMessages crashes and generates a report.
I'd appreciate any suggestions on how to fix this.
Thanks!
MacBook Pro 14″, macOS 26.2
Try the Copy and Paste method
Instead of dragging the JPG into Messages, copy it (Cmd + C) and then paste (Cmd + V) into the conversation
Still no success ?
Start now and open an Apple Support Ticket as they are Apple Employees who deal will these types of issues .
Product Feedback - and make it known to Apple regarding this ongoing issue
Thanks so much Owl-53 and dialabrain! Copy and Paste worked!
I started getting the crash reports after several attempts as not delivered.
I hope this gets fixed as it's time consuming if one has several to send. Just wondering as this was never the case for me before, did you both have this just start with the new upgrade to 26.2?
Thanks again to you both and best for the festive season and New Year!
To answer on my part
You are welcome
You may consider waiting for the point 3 update of Tahoe before pressing the panic button
Often times, the initial few releases of a new operating system are still semi disappointing from some
Sometime around a point 3 do things come together 🤞
As a photographer, I find myself using jpgs often.
For years, every computer I've owned suddenly seems slower on no particular day. If I check for Updates, sure enough there's always a new one available and I foolishly update which ALWAYS remedies the sluggishness.
I'm going to force myself to wait! :-) Thanks for this.
72dpi wrote:
As a photographer, I find myself using jpgs often.
For years, every computer I've owned suddenly seems slower on no particular day. If I check for Updates, sure enough there's always a new one available and I foolishly update which ALWAYS remedies the sluggishness.
I'm going to force myself to wait! :-) Thanks for this.
It is possible, under the current Tahoe 26.2 .
There may have been some regression of sorts though, I could not possibly say for sure
Like my colleague, I have not used .jpg to sent images via iMessages ( Messages )
Waiting, may & hopefully, fix this issue
I texted a pair of .jpg images to my daughter a couple of days ago, from my Mac running 26.2. Dragged and dropped from the desktop into the Messages app, they sent fine. She has an iPhone/iPad/Mac, they were sent as an iMessage and received normally on her devices.
Have you tried rebooting? See if the problem is present when you boot in safe mode, which disables 3rd party extensions and performs some system cleanup.
Unfortunately, sending to an open conversation still doesn't fix it for me. But Copy and Paste works.
I apologize, this is on Messages on my MacBook M3 Pro, not on IMessages on my phone. I can't seem to edit the title of this discussion.
72dpi wrote:
I apologize, this is on Messages on my MacBook M3 Pro, not on IMessages on my phone. I can't seem to edit the title of this discussion.
Why? Their is no mention of an iPhone in the title.
Copy & Paste works on my Macs running Tahoe 26.2. FWIW, dragging doesn't crash for me, I just get a not delivered message.
You're welcome. I can't say if it happened before because I never sent .jpgs with Messages.
FWIW, on my Macs running Tahoe 26.2, if I drag a jpg into Messages it shows a generic icon and doesn't send. If I paste a copy it shows a preview and does send. 🤷♂️
For me, it works just like Apple says it should.
“You can also drag photos or videos to the message field, or copy and paste them.”
Send photos and videos in Messages on Mac - Apple Support
Beats me. Doesn't work in Normal or Safe Mode for me on either Mac.
dialabrain wrote:
Beats me. Doesn't work in Normal or Safe Mode for me on either Mac.
Okay. I found the problem. You have to send to an open/pre-existing conversation. Works fine in that case.
As an afterthought I thought it might confuse people.
Why is IMessages Not Sending .jpg in Tahoe 26.2?
