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  1. #1
    Erwann ABALEA
    Re: [bugtraq] Security Flaw with Digital signatures in Microsoft Outlook
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    Thread Starter

    Re: [bugtraq] Security Flaw with Digital signatures in Microsoft Outlook

    Bonjour,

    Hodie VIII Kal. Apr. MMV est, Roberto Franceschetti scripsit:
    > The following one has been "hacked" so that the sender now appears to be "Hackers Franceschetti" (hackers@logsat.com). Note that Outlook states that the email is absolutely valid, and that the certificate is Valid and Trusted. This is most definitely no

    t 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 "hacker
    s" 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):

    It is clearly indicated "Signed by: roberto@logsat.com", what's the
    problem? (see below)

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


    It's not an email, it's a binary message that can be opened only by
    Microsoft Outlook. Could you please provide pure text messages? Same
    request for your conversation between MS, CERT, and you.

    > 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):


    In your 2 examples, you aparently fail to notice that the envelope of
    the message is not signed *at all*. What you're modifying in precisely
    this envelope. What is really signed is the *body* of the message,
    that's all. If you change the "From" address, or the subject, or the
    sending date, that won't invalidate the signature.

    I don't like to say this, but here, Microsoft did something useful for
    the end user, by clearly displaying the identity of the signer, along
    with the declared identity of the sender. If you want them to do more,
    that's something else. But cryptographically speaking, the signatures
    haven't been invalidated by your manipulations.

    > 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 s

    evere security flaw in Microsoft Outlook, and will take other precautions to ensure the identity of users in digitally signed emails they receive.

    Could you reformat your web page? It's difficult to read, and .msg
    files don't fit my Linux machine.

    --
    Erwann ABALEA <erwann.abalea@keynectis.com>

  2. #2
    Lyal Collins
    Re: [bugtraq] Security Flaw with Digital signatures in Microsoft Outlook
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    Thread Starter

    RE: [bugtraq] Security Flaw with Digital signatures in Microsoft Outlook

    This pops up some interesting questions.
    Who is the average user going to believe the email is from?
    The name in the 'from" field, or the name in the 'signed by' field?

    Couple in some recipient confidence in one of the 'from' values, and the
    signature means little or nothing, imho.

    We still have enough problem with phishing emails, let alone training =
    people
    abut a new, but very rarely used feature in email.

    Lyal

    -----Original Message-----
    From: Erwann Abalea [mailto:eabalea@certplus.com] On Behalf Of Erwann =
    ABALEA
    Sent: Saturday, 26 March 2005 3:50 AM
    To: Roberto Franceschetti
    Cc: bugtraq@securityfocus.com
    Subject: Re: [bugtraq] Security Flaw with Digital signatures in =
    Microsoft
    Outlook


    Bonjour,

    Hodie VIII Kal. Apr. MMV est, Roberto Franceschetti scripsit:
    > The following one has been "hacked" so that the sender now appears to=20
    > be "Hackers Franceschetti" (hackers@logsat.com). Note that Outlook=20
    > 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=20
    > altered the original message to make it appear as a different person=20
    > actually sent it. Imagine the scenario where a digital signature is=20
    > supposed to unequivocally identify a sender, but now this email that=20
    > appears to be sent by "hackers" appears legitimate, and a poor victim=20
    > will trust it and send the hacker any confidential information he is=20
    > asked for... (follow the hyperlinks for the email's source):


    It is clearly indicated "Signed by: roberto@logsat.com", what's the =
    problem?
    (see below)

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


    It's not an email, it's a binary message that can be opened only by
    Microsoft Outlook. Could you please provide pure text messages? Same =
    request
    for your conversation between MS, CERT, and you.

    > 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):


    In your 2 examples, you aparently fail to notice that the envelope of =
    the
    message is not signed *at all*. What you're modifying in precisely this
    envelope. What is really signed is the *body* of the message, that's =
    all. If
    you change the "From" address, or the subject, or the sending date, that
    won't invalidate the signature.

    I don't like to say this, but here, Microsoft did something useful for =
    the
    end user, by clearly displaying the identity of the signer, along with =
    the
    declared identity of the sender. If you want them to do more, that's
    something else. But cryptographically speaking, the signatures haven't =
    been
    invalidated by your manipulations.

    > The full emails with the conversations between myself, Microsoft and=20
    > CERT can be found here (http://www.logsat.com/Signatures/emails.asp).=20
    > I hope that by making this information public all the users who rely=20
    > on digital signatures will be aware of this severe security flaw in=20
    > Microsoft Outlook, and will take other precautions to ensure the=20
    > identity of users in digitally signed emails they receive.


    Could you reformat your web page? It's difficult to read, and .msg files
    don't fit my Linux machine.

    --=20
    Erwann ABALEA <erwann.abalea@keynectis.com>




  3. #3
    Anthony G. Atkielski
    Re: [bugtraq] Security Flaw with Digital signatures in Microsoft Outlook
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    Thread Starter

    Re: Security Flaw with Digital signatures in Microsoft Outlook

    Roberto writes:

    > 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):


    Digitally-signed messages cannot be forged. However, only the body of a
    digitally-signed message is actually included in the text covered by the
    signature; the headers are excluded. That's not an Outlook
    idiosyncrasy, it's just the way signed e-mail works.

    In every screenshot you provide, Outlook correctly identifies the party
    that created the digital signature. That's what a security-conscious
    user will check. And the text of the message has not been changed, so
    the signature is still valid, and no forgery has occurred.

    I'm afraid I don't see any problem here. Yes, it's inconvenient that
    one can forge the "From" line of a message, but in secure e-mail, one
    doesn't rely on the "From" line, anyway, precisely because it can be so
    easily forged. I suppose it might be nice if Outlook made the
    discrepancy between the "From" line and the signer's authenticated
    identity a bit more obvious, but that's not a security breach, just an
    ergonomic issue.

    --
    Anthony



  4. #4
    Re: [bugtraq] Security Flaw with Digital signatures in Microsoft Outlook
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    Thread Starter

    Re: Security Flaw with Digital signatures in Microsoft Outlook

    In-Reply-To: <20050325202052.15663.qmail@www.securityfocus.com>

    Mr Roberto managed to change email headers – “from address”.

    Security Professionals know the email headers can't be trusted and can be easily forged.
    Most Outlook users *do not*.

    The “signed by” and the certificate signer remain valid – so its issue of educating users to look at the "signed by" field , and not the from address.

    This "Feature / Flaw" can be the source of some problematic phishing scams:
    if i buy a certificate for some-user@company.com
    and send a forged email with "from" helpdesk@company.com, signed by that some-user@company.com
    I'm sure it can get the passwords from most of the users.

    I'm sure some ppl will take this further and we are going to see this trend in phishing evolving quickly.

    Dori Fisher,
    We! Consulting group.

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