Troubleshooting Security Problems in Outlook

Written by Mike Rede on October 20, 2009 – 4:09 pm -

Digital signaturesThere are many areas of Outlook that are potential problems for administrators. Once such area is the sending and receiving of digitally signed messages.

Digitally signing email messages is a form of protection that can be used to prevent identity fraud and the abuse of email messages sent to and from Outlook. Outlook allows email messages to be sent with cryptographic features such as S/MIME digital signatures and encryption.

Such messages can utilize “public key/private key” encryption technology to make private their email messages so that only recipients who possess a public key are able to view the encrypted email message. There is a complicated mathematical relationship between the two keys such that any message encrypted with the public key can only be decrypted using the specific private key. The reverse relationship is also true: any message encrypted with the private key can only be decrypted using the corresponding public key. It is this reverse relationship which supports digital signatures.

Oftentimes you will run across the situation where an end user complains to you that they cannot open a digitally signed message. When they attempt to do so they receive the following warning message: “Signature not trusted.” This is usually an indication that their email system has not implemented email security yet.

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Email Security Measures

Written by Mike Rede on December 9, 2008 – 4:13 pm -

Running an email server requires attention to security procedures and policies. How do you prevent unauthorized access? How do you protect your users? How do you ensure the safety of your system?

There are security measures you can take to protect your users and your system from unauthorized use and potentially harmful miscommunications.

One of the first areas to address is application-level security. Data which enters the system can be protected at the application layer before it is passed down the protocol stack. This means that the email text is protected (encrypted) before the email packets are delivered to the intended recipient. This also means that the rest of the email packet – Data link header, Internet header, Transport header and Application Header – is unprotected. Only the email text is protected.

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