Security Flaw in Microsoft Outlook and Digital Signatures

R

roberto

This report is also available graphically at
http://logsat.com/Signatures

On 10/21/2004 the following vulnerability was reported to Microsoft:

Security Flaw with Digital signatures in Microsoft Outlook -
Emails in Microsoft Outlook digitally signed with S/MIME using either a
commercial personal certificate like Verisign or using a certificate
issued by MS Certificate Server can be altered. Outlook will not show
any warnings
about the email being changed, the digital signature will still be
reported valid even though the message content has been modified and
parties involved in the signatures changed.
This is an extremely serious flaw as I can change any digitally signed
emails I want without Outlook ever noticing.
After several emails with Microsoft and CERT during the months that
followed, no fixes have been issued to correct this security flaw. It
is only now that I am making this information public after all my
attempts to have Microsoft resolve the problem have failed.

The following are 3 digitally signed messages. The 1st one is a valid,
unmodified email from Roberto Franceschetti ([email protected]) to
(e-mail address removed): (follow the hyperlinks for the email's source and
screenshots)

Screenshot at http://logsat.com/Signatures/Valid.gif
Email's source at http://logsat.com/Signatures/Valid.msg


The following one has been "hacked" so that the sender now appears to
be "Hackers Franceschetti" ([email protected]). Note that Outlook
states that the email is absolutely valid, and that the certificate is
Valid and Trusted. This is most definitely not the case, as I've
altered the original message to make it appear as a different person
actually sent it. Imagine the scenario where a digital signature is
supposed to unequivocally identify a sender, but now this email that
appears to be sent by "hackers" appears legitimate, and a poor victim
will trust it and send the hacker any confidential information he is
asked for... (follow the hyperlinks for the email's source):

Screenshot at http://logsat.com/Signatures/Hacked1.gif
Email's source at http://logsat.com/Signatures/Hacked1.msg


This 3rd email is yet another variation showing how a digitally signed
email can further be forget without Outlook ever raising warning flags
(follow the hyperlinks for the email's source):

Screenshot at http://logsat.com/Signatures/Hacked2.gif
Email's source at http://logsat.com/Signatures/Hacked2.msg



The full emails with the conversations between myself, Microsoft and
CERT can be found here (http://www.logsat.com/Signatures/emails.asp). I
hope that by making this information public all the users who rely on
digital signatures will be aware of this severe security flaw in
Microsoft Outlook, and will take other precautions to ensure the
identity of users in digitally signed emails they receive.
Roberto Franceschetti
LogSat Software
(e-mail address removed)
 
J

Jeff Stephenson [MSFT]

On 15 Feb 2005 18:53:34 -0800, (e-mail address removed) wrote:

Already replied to several times in microsoft.public.outlook. If you're
going to post to several groups, do so with *one* post, not many.
 

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