Re: Re: Sending Encrypted Email

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On Sep 21, 2010, at 11:15 AM, Erik L. Arneson wrote:

> On Tue, 21 Sep 2010, Floyd Resler wrote:
>> I got it all figured out.  The part I was missing was combining the
>> certificate with the key and giving it to the end-user to install on
>> their system.  I was able to use the Web server's certificate for the
>> encryption.  The interesting thing is that the client wants ALL
>> passwords sent via encrypted email.  Of course, they need the P12 file
>> installed in order to view the email and that requires a password to
>> install it.
> 
> Wait, you didn't send the webserver's certificate to the user, did you?
> That's a bad idea.  The email recipient should have her own certificate,
> which has both a private and a public part.
> 
> The webserver's certificate (presumably the one you have signed by the
> CA), especially the private key, needs to be kept *private*, and not
> sent all over the place.  Using the same private/public key pair on both
> endpoints defeats the purpose of PKI.  You would be better off using
> plain old symmetric encryption.
> 
>> So, obviously, I can't send that password encrypted.  So, my solution
>> is to provide a Web page that the user gets to by an emailed link that
>> has a unique identifier and the user must enter a piece of personal
>> information for verification (in this case, ZIP code).  Once verified,
>> they are shown the password on the page.  That's the only way I can
>> think of to do it.  Is that a good solution or does someone have a
>> better way?
> 
> I'm sure there are some good products out there to handle this.
> Personally, for email encryption I always prefer the OpenPGP family of
> tools (including GnuPG and commercial PGP).  End-users can install PGP
> on their systems, generate public keys, and then send them to the
> webserver.  No passwords need to be handed out---they will come up with
> their own passphrases when they generate their public/private key pairs.
> 
> -- 
> Erik Arneson <dybbuk@xxxxxxxxx>
>  GPG Key ID : 1024D/62DA1D25   BitCoin : 1LqvuGUqJ4ZUSoE7YE9ngETjwp4yZ2uSdP
>      Office : +1.541.291.9776    Skype : callto://pymander
>            http://www.leisurenouveau.com/
> 
> 

I used OpenSSL to generate the P12 file (I haven't actually sent this to anyone since I'm still testing).  So, I assumed that it was okay for distribution.  Perhaps not.  At any rate, I like the idea of the OpenPGP better.  I'll see how to do that.

Thanks!
Floyd



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