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always open with not working

When I set a file up to "Always Open With" with an Adobe program; it won't remember it or open with the program. It tends to open with Apple's default program.


As a graphic designer, I'm always needing to open things with these programs and it's getting annoying.

MacBook Pro 14″, macOS 12.3

Posted on Mar 22, 2022 3:21 PM

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Question marked as Apple recommended

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: 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

Posted on Mar 22, 2022 3:31 PM

13 replies
Question marked as Apple recommended

Mar 22, 2022 3:31 PM in response to RSanAntonio

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: 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

Mar 24, 2022 8:26 AM in response to RSanAntonio

Does any of the below apply to the New M1 Computer


If the new computer is going to be the Apple Silicon M1 Equipped Computer - would suggest Only Migrating the User Account and nothing more.


1 - Apple Silicon with either Big Sur macOS 11 or Monterey macOS 12 Only Support everything 64 bit and there is no workaround.


2 - Issues that may exist on the older computer will be migrated to the New Computer. This would badly pollute the new Original and Pristine installation of the new OS.


3 -  Applications, extensions and Software Drivers may or may not even work on the new computer.


4 - IMHO - it would be best to only install new application etc Directly from the Developer or the Apple Apps Store.


5 - Due Diligence on New Applications and make sure they are Monterey / Big Sur compatible and factor in the ARMs CPU of the Apple Silicon Computer  

always open with not working

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