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Protect email with digital certificates
Authored by: playdrums on Jun 23, '06 01:17:10PM

There is one pretty significant downside to this whole signing/encrypting thing. Windoze users that are using Microsoft's Outlook Express get the most inane messages when they receive a signed email. Also, they appear to them as annoying little attachments. In grand Windows style, if the users don't read the error messages they'll end up thinking they can't reply to your message and they won't know why. It has happened to me over and over again.

It is just another place where Microsoft thinks they have a better solution and they obfuscate the standard one. They don't make it impossible but they do make it difficult and if you don't understand the technology you probably won't be able to navigate the messages that pop up.

In other words, don't send your Windows using mother a signed email with a standard cert from thawte.

This is my experience using to sign/encrypt.

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Protect email with digital certificates
Authored by: Lutin on Jun 24, '06 05:31:51AM

It's exactly the reason who stoped me to use PGP.
Send a mail, and then get a phone call: "your mail is garbish, I can't read it. It must be you, Outlook works well all the time with me." Grrrrrrrrrrrrrrrrrrrr
With this method, is it the same problem?

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digital certs with Outlook Express
Authored by: bigenchilada on Jun 25, '06 05:47:30PM

Your point regarding Outlook Express is on the money. I've had to repeatedly tutor recipients on what the attachment does, why nothing happens when they try to open it, why would I want something that screws up their email, etc, etc.

Even attaching a footer to the outgoing mail addressed to Outlook Express users frequently goes right by them.

Encryption also has its share of user un-friendliness behavior. Users with an understanding of encryption don't have problems, but most people seem to be happy with plaintext.

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