Apple Mail 16.0 keeps duplicating attachments when I write an email

When I write an email Apple Mail 16.0 adds multiple versions of attachments to the draft. Any solutions please.


MacBook Pro 13″, macOS 10.13

Posted on May 23, 2023 10:52 PM

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Question marked as Top-ranking reply

Posted on Mar 20, 2024 12:01 PM

How are you adding the attachment to the email?


Give this a try: boot into Safe Mode according to How to use safe mode on your Mac and test to see if the problem persists. Reboot normally and test again.


NOTE 1: Safe Mode boot can take up to 3 - 5 minutes as it's doing the following; 

• Verifies your startup disk and attempts to repair directory issues, if needed

• Loads only required kernel extensions (prevents 3rd party kernel/extensions from loading)

• Prevents Startup Items and Login Items from opening automatically

• Disables user-installed fonts 

• Deletes font caches, kernel cache, and other system cache files


NOTE 2: if you have a wireless keyboard with rechargeable batteries connect it with its charging cable before booting into Safe Mode. This makes it act as a wired keyboard as will insure a successful boot into Safe Mode.


4 replies
Question marked as Top-ranking reply

Mar 20, 2024 12:01 PM in response to Sean Butler2

How are you adding the attachment to the email?


Give this a try: boot into Safe Mode according to How to use safe mode on your Mac and test to see if the problem persists. Reboot normally and test again.


NOTE 1: Safe Mode boot can take up to 3 - 5 minutes as it's doing the following; 

• Verifies your startup disk and attempts to repair directory issues, if needed

• Loads only required kernel extensions (prevents 3rd party kernel/extensions from loading)

• Prevents Startup Items and Login Items from opening automatically

• Disables user-installed fonts 

• Deletes font caches, kernel cache, and other system cache files


NOTE 2: if you have a wireless keyboard with rechargeable batteries connect it with its charging cable before booting into Safe Mode. This makes it act as a wired keyboard as will insure a successful boot into Safe Mode.


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Apple Mail 16.0 keeps duplicating attachments when I write an email

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