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by epistasis 3426 days ago
It's been several years since I experimented with this, but I recall that S/MIME on an iPhone was much easier to setup than GPG anywhere else, including the desktop. I think I used a USB transfer, but googling now shows guides that allow emailing a password encrypted p12 file.

CA and Web of Trust both require verifying the key fingerprints of yo want to be serious about it, but smime was much more easy to use overall.