How do I stop Mail app from repeatedly asking for administrator credentials for the system keychain?

Mac Mail shows repeating message about system keychain and requires frequent entry of my administrator's name and password. How can I delete this keychain?



[Re-Titled by Moderator]

iPhone 16 Pro, iOS 18

Posted on Mar 16, 2025 6:46 PM

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Mar 16, 2025 7:49 PM in response to dketchum

dketchum wrote:

Mac Mail shows repeating message about system keychain and requires frequent entry of my administrator's name and password. How can I delete this keychain?
https://discussions.apple.com/content/attachment/e1a50d44-f791-4eee-a387-bcce8166ecbc


[Re-Titled by Moderator]


Not sure exactly... maybe I'll think of something else


Open Mail.app from the menu bar select Mail>Settings>Privacy and disable:

Protect Mail Activity

Hide IP address

Block all remote content


quit mail and relaunch it holding the Shift key down and compare your results



>System Settings> wifi > network settings> Limit IP address tracking ...disable


if no resolve see:

—if you are using Hide My email—try disabling this feature and compare your results...

Set up and use Hide My Email in iCloud+ on all your devices - Apple Support


—if you are using iCloud Private Relay on Mac - Apple Support try disabling this feature and compare your results...

Use iCloud Private Relay on Mac - Apple Support



if you are using a VPN disable it


apple kb "Mail wants to sign using key "privatekey" in your keychain"

Sign or encrypt emails in Mail on Mac - Apple Support



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How do I stop Mail app from repeatedly asking for administrator credentials for the system keychain?

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