SMIME settings in macOS Ventura 13.2 disappeared

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SMIME settings in macOS Ventura 13.2 disappeared

Hi there,

I have several Microsoft 365 accounts configured, each with a separate S/MIME certificate. In macOS Ventura 13.1, I could configure which S/MIME certificate to be used with which account, as well as some extended settings - e.g., whether emails shall be signed and encrypted by default yes or no.

Today I updated to macOS Ventura 13.2, and all settings regarding S/MIME certificates seem to be gone. Furthermore, I previously had configured that outgoing emails (using Apple Mail) are to be signed by default. With 13.2, this configuration apparently was changed to "sign and encrypt by default", resulting now in an error message for each email recipient I do not have a certificate for. I was attempting to change the configuration settings - but, as said, those appear to be gone.

Anyone having the same issue?

Best, Thomas

MacBook Air 13″, macOS 13.2

Posted on Jan 26, 2023 10:13 AM

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Answer 1

ArmMan1016

Community Specialist

Jan 28, 2023 04:22 PM in response to tn238

Hi there Thomas,

Welcome to Apple Support Communities. You can find the steps to help you with your macOS mail issue using the steps from the Apple Support article: Use personal certificates in Mail on Mac - Apple Support

Step 1: Obtain a certificate

For each email address you want to use to send signed messages and receive encrypted messages, you must get a certificate from a certificate authority (CA). See Request a certificate from a certificate authority.

Step 2: Import the certificate

To import the certificate into Keychain Access, double-click the certificate file you received from the CA. Once you import your certificate, it should be listed in the My Certificates category in Keychain Access.

The certificate file must have a file extension that indicates it contains certificates—such as .cer, .crt, .p12, or .p7c—or Keychain Access can’t import it.

If Keychain Access can’t import the certificate, try dragging the file onto the Keychain Access icon in the Finder. If that doesn’t work, contact the CA to ask if the certificate is expired or invalid.

Step 3: Use the certificate

Open your certificate in Keychain Access and make sure its trust setting is Use System Defaults or Always Trust. Now you can use the certificate to send and receive signed and encrypted messages.

Note: If for some reason your certificate isn’t associated with your email address, or you want to use the certificate with a different email address, Control-click the certificate in Keychain Access, choose New Identity Preference, and provide the requested information.

Let us know if this helps, or if you're having a different issue.

Best regards!

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SMIME settings in macOS Ventura 13.2 disappeared

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