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Ben
Quite apart from the legal issues, will this even work at the technical
level? The whole point of an SSL connection is that the certificate used
for the encryption has to match the domain name the user connects to. At
the very least I'd expect the users' browsers to scream blue murder at
the mismatch, and they might well just sulk and refuse to establish the
connection at all.

And training your users to ignore certificate warnings is a really bad
idea if you want to rely on SSL encryption for your own services...

Andrew

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Andrew Cormack, Chief Regulatory Adviser
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> -----Original Message-----
> From: This list is for those interested in Data Protection issues
> [mailto:[log in to unmask]] On Behalf Of Ben Plouviez
> Sent: 20 November 2008 12:22
> To: [log in to unmask]
> Subject: Monitoring of encrypted (SSL) data
> 
> Has anyone got experience of a situation where an employer wants to
> use their web proxy to intercept, decrypt, check, and recrypt https
> traffic between employees and web sites they visit? The purpose of
> this is to ensure that content we would otherwise block (videos,
> executable files, anything with a virus in it) is not downloaded
> through this route, as has occurred. In other words, this is not
> exactly monitoring, but
> 
> The problem is that this will mean decrypting sensitive data going
> through our proxy - potentially credit card numbers, bank account
> numbers and passwords of staff using our systems, as they may, to
> do a little online shopping or banking while at work.
> 
> Any thoughts welcome!
> 
> Ben
> 
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