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Click the Apple menu and select Shut Down.

They also confirmed the function of attaching files returned in normal mode as well after restarting their devices. Enable Safe ModeĪ number of users reported they managed to attach files to their emails after starting their Mac computers in Safe Mode. Your Mac will automatically install the latest macOS and Safari versions.

Click on the Apple menu, select System Preferences, go to Software Update, and check for updates. It doesn’t matter if the problem stems from the macOS source code itself or Safari. Apple may have already solved this issue on the latest OS update. Check if there’s a newer browser version available and install it on your Mac. Maybe this is only a temporary issue affecting your current Safari version. Feel free to re-enable the option when you’re done.

Restart Safari and check if you can attach files to your emails now.

Uncheck the Prevent cross-site tracking option.

Then go to Privacy and locate Website tracking.

Unfortunately, this feature may occasionally trigger various glitches. In this manner, trackers won’t be able to uniquely identify your Mac. Safari has a very handy feature that blocks cross-site tracking so that third-party trackers can’t detect the exact configuration of your device.

Then select how far back you want to clear your browsing history.

Launch Safari and navigate to Clear History.

Temporary files stored as browser cache files may sometimes interfere with the websites you’re visiting. Clear the Browsing History and CookiesĬlearing your browsing history and cookies may help you to solve this problem. While this method is a bit less convenient, it should get the job done for some users. Simply drag and drop your attachments on the Upload File or Attach button. There’s another quick workaround that you can use if you’re in a hurry. So, as a quick workaround, download and install Chrome, log in to your email account and check if the issue is gone. Since this issue usually affects Safari, you should be able to attach files to emails on a different browser. My Mac Won’t Let Me Attach Files to Emails Quick Fixes Use a Different Browser

My Mac Won’t Let Me Attach Files to Emails.