Mac Mail won't attach some files

did anyone solve this problem? I've had it for months

Me too. This is so annoying. It's not the downloading of an attachment that has been sent to me, it is the Mail program downloading it from the hard drive as an attchment to send. No it's not in the cloud. No it doesn't matter if i drag and drop or use the paperclip attach icon. It just shows the word "Downloading..." (in blue) and it never downloads. Yes I've toggled the setting in account to Download All, Download None, but again that seems more like for receiving attachments not trying to send them. This has been an issue for a long time. Someone please help. Thank you.

Same here. Some documents won't attach. It's the documents that I recently adapted. I solve it by making a copy of the document, (xxx.xxx 2), then trash the first one, change the name of the second one back, and then it works. I never had it until I installed Sanoma on a new Mac. It's really annoying.

You can have files on your computer that appear to be on your computer, but are actually in the cloud. If you have desktop and documents synced to iCloud Drive and optimize storage enabled, you could have files that need to be downloaded before they can be used.

I also have the same problem. Any file that comes off my Synology NAS drive to my Applemail I get "Downloading" in blue. This is on a NEW 16" macbook pro. almost 3 weeks now. Called and they couldn't help. But Tried. Yes and running 14.3. I hope someone can help.

Mschade5000 wrote:

Suddenly my Mac won't attach files to emails. Not every file, some still work, but most.

When I drag the icon of the file to attach it,

it says "downloading" beneath it. (This is to attach a file to send it, not to download an incoming file). I have no idea why this started, but I updated the system hoping it would clear it, and no luck. I can send the email, and it shows an attachment on the receiving end, but it either can't be downloaded or says corrupted. I'm stuck. Thanks in advance. OSX 13.5.

Try using the attachment icon and compare your results...

ref: Mail User Guide for Mac

Are the ones that don’t work stored in a cloud. That’s the only reason I can see for it “downloading.”