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You need to have, installed on your iPhone, the public key of the person you intend to send an encrypted message to. Mail.app on OS X imports the certificates of people who send you mail, automatically. On iOS, you have to do it manually, unless your iPhone is part of a corporate deployment. It's easy! Simply find an email the recipient has sent to you, ...


It turns out that iOS 5 and newer no longer trust certificates that are signed with the MD5 hash algorithm. This is confirmed by the official Apple support document http://support.apple.com/kb/TS4133. The current CAcert root certificate is signed with MD5, so there is no fix for the problem until CAcert issues a new root certificate.

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