Prevent users from sending attachments from personal email

Hello,

Need your ideas on something:

What is the best way to prevent users from sending locally saved attachments through their personal emails (gmail, hotmail, yahoo etc).

The Exchange server is being audited so if it is sent from the Exchange Server it will be recorded. The problem is when users send emails from the personal mailboxes.

Thank you :)
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nipponsoulAsked:
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AnuroopsunddCommented:
you will require to check for headers at the gateway/firewall and filter such things.

you can look for  web content Filtering solutions.

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AnuroopsunddCommented:
Flexible SettingsContent Filter allows you to filter inbound or outbound, as well as create specific keywords and phrases for capture and quarantine. You can match using case insensitive, and Perl Regular Expressions. The Email Content Filter will search the entire Data Portion of an email including attachments.

Attachment StrippingContent Filter allows you to strip attachments, using rules including Accept all (default), Quarantine, Accept and Strip, and Reject.

Content Filter QuarantineContent Filter provides a secure quarantine for authorized access and management, such as a finance or personnel manager, who is authorized to deal with quarantined subject matter.

http://www.esoft.com/network-security-appliances/add-ons/content-filter/
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