Q: OSX Mail - Encryption Won't Work
I've been trying to get e-mail encryption to work between my MacBook and an iMac (Also running 10.5.4), but I can't seem to get it to work. The MacBook is using a MobileMe address, and the iMac is using a Gmail address. As per the vague instructions in Mail Help (Please fix this apple) I created self signed certificates on both computers using Keychain Access and exchanged signed e-mails between the two computers so as to exchange certificates. At first, both computers stated that they were unable to verify the e-mails, but after I checked the box to trust the certificates, they recognized all future e-mails as signed and verified. However, even though the certificates are visible and trusted in Keychain Access, I can't send encrypted messages, only signed messages. The encrypt button remains grayed out... I've tryed everything, I even created my own certificate authority and used it to issue a certificate with no success. I also tryed enabling .Mac E-mail Signing and .Mac E-mail Encryption, but that didn't work either. As I sayed, signatures work fine so certificate e-mail discrepancies are not the problem. As a side note, Address Book displays the signed symbol (check marked gear) beside the e-mail address of both computers on both computers so I'm sure the certificates are installed.
2.16GHz MacBook, Mac OS X (10.5.4), 4GB RAM Upgrade
Posted on Aug 17, 2008 2:26 PM