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AleksFlag for United States of America

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Encrypt SMTP emails ?

Hi,

I have a web application (Classic ASP) hosted on an IIS 7 windows server. It uses local SMTP to send emails, and some of this emails include attachments.

Is there a way to send this emails encrypted ?  If so, wouldn't the recipient require a password to view them ?

Would it be a better solution to have an external portal for emails to which users can login and view any messages they have sitting there ?  this way no 'sensitive' information is sent over email ?

What is your view on this ?

Aleks
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Daniel McAllister
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CDOSYS is what we use. But I do agree. I think a portal for emails would work best. This way emails don't have to be encrypted and they are simple links to a login page for them to check the sensitive content.
I agree, that would be the easiest and most secure approach.

CDOSYS?? time to upgrade :P
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ASKER

Upgrade to what ?
CDO, it's a newer version of cdosys
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This is not CDONTS correct ?  Ill have to check on it. What is the difference with CDOSYS ?
my apologies, ignore my last few posts, I thought you were using CDONTS, late night last night, brain not firing on all cylinders :)

you're fine using what you have
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Great info, thanks  !
If your email is exchange, you have a webmail portal already available (OWA) -- and it already requires an SSL connection.
You may need to forward ports and do some minimal setup (like installing a REAL certificate into your server), but it should be relatively easy.

Again, if your webserver and exchange server are on the same LAN (even if within a hosting company's LAN) you can probably dispense with worrying about sending the initial data encrypted (because it'll never leave the data center), but if they are in separate locations, force the webserver to send the mail using TLS (if not SSL over ports 587 or 465).

I re-iterate that because you appear to have control over the first 2 transport connections (web client to email server, and email server to other email server -- albeit still possibly the same server), I still think you are best suited to focus on the client access to the messages.

OWA should meet those requirements easily

Dan
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