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I have an issue that only affects M1 machines. When I click to update the machine to, let's say 11.2 (also happened to 11.1) it prompts "Software Update is trying to authenticate user. Enter the password...". It's for the user I'm logged in as. I type in the password and it won't accept it. I'm able to log in and authentication unlocking other areas of the system, just not update. It impacts any user (local admins) and all machines with the M1 processor. We've had 0 issues with all other deployments. Anyone else having this issue?

Having this same issue now with Big Sur 11.5.1 and ARM Macs enrolled in JAMF DEP prestage.  System Preferences, software updates, An update is available for your Mac.  Download it and click Restart Now.   Get prompted Software Update is trying to authenticate user.   Enter user password and immediately get a pop up, some updates could not be installed.  Happening on our fleet of (25ish?) ARM computers.    Secure token is enabled and the bootstrap token is cached on the server.    

Intel Macs don't have this issue at all.   ARM Macs not in JAMF don't have this issue.  I've opened a ticket with Apple Enterprise and JAMF but as of this writing no response.


Yes, just reboot in safe mode and the update will run.


Safe mode boot will not help non-technical end-users lol - needs to be addressed by Apple I think


Still no update on this?  Happing to our new M1s.


No, not for me, still using the command line for Secure Token. By the way, if you're using password beginning with "-" it wont work.


The only workaround I have found is when I make the user and admin I run inside terminal command sudo profiles install -type bootstraptoken and that fixes the issue.


The only workaround I have found is when I make the user and admin I run inside terminal command sudo profiles install -type bootstraptoken and that fixes the issue.


This is by far the simplest solution. Thanks! 


The only workaround I have found is when I make the user and admin I run inside terminal command sudo profiles install -type bootstraptoken and that fixes the issue.


So from the user's profile, you:

1.  Make a standard user account into an admin.

2. run in Terminal:  " sudo profiles install -type bootstraptoken " 

, and that fixes the issue where you no longer have the password mismatch?


So from the user's profile, you:

1.  Make a standard user account into an admin.

2. run in Terminal:  " sudo profiles install -type bootstraptoken " 

, and that fixes the issue where you no longer have the password mismatch?


Yep. That did it for me. 👍