When I try to send email from my exchange mail server, I get the message "Mail wants to sign using PrivateKey in your keychain. I don't know the password, and I am unable to get past this pop up to send email.
MacBook Pro 13″, macOS 10.15
Hey 1950Barb,
Welcome to Apple Support Communities.
Is this happening with any emails your attempt to send or is it happening with one specific email? Is it an email message that has a digital signature or encrypted? If so, the steps below should help.
1. In the Mail appon your Mac, choose File > New Message.
2. Move the pointer over the From field, click the pop-up menu that appears, then choose the account for which you have a personal certificate in your keychain.
A signed icon (containing a checkmark) is shown in the message header and indicates your message will be signed when you send it.
3. Address the message to recipients.
You can also see the steps and more information about this enhanced security feature here: Sign or encrypt emails in Mail on Mac.
Take care.
Mail wants to access key "privateKey" in your keychain - why, how to address?
