My Mac mail won't send photo attachments

When I compose an email in iMac Mail and attach a photo, it appears to send as normal and shows up in my sent folder. But my recipients never receive the attached JPEG photo. Sometimes they might see an icon (as below), which looks like the photo is there, but it doesn't open. I have tried to turning on and off the privacy settings which didn't help, and not sure what else to do. Is there a simple setting that I am missing? I am running Ventura 13.6.3.

iMac Pro (2017)

Posted on Feb 27, 2024 6:21 PM

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2 replies

Feb 28, 2024 3:05 AM in response to Buckleychance

Try this: start a new message, click the paperclip icon to add an attachment. In the open file window, make sure that the box for "Send Windows friendly attachments" is checked. Does that arrive correctly?

Feb 28, 2024 3:19 AM in response to Luis Sequeira1

Thanks Luis. As it turns out, I offloaded and re-loaded my email account, which just happened to coincide with an unexpected software update this afternoon. I am not sure which worked, but suddenly I am able to attach and successfully send photos to recipients once more. Fingers Crossed, no more issues.......

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My Mac mail won't send photo attachments

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