Secure Web Based Mail Services
by Keith Pasley - CISSP - Tuesday, 27 January 2004.
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This vulnerability alone is enough for many security conscious organization to not allow web mail access unless some countermeasure to the "log off" problem is deployed. Small wonder why web mail access requests are greeted with suspicion. Fortunately, there are countermeasures that are available to reduce risk of such attacks on web mail systems.

Web Mail Security Approaches

There are three ways that web mail security can be done:

1. Development In-house

2. Deploy a web mail Security technology/product

3. Outsource to 3rd party


Many businesses refuse to deploy web mail due to concerns over security issues inherent to web based access to mail. Figure 1 highlights some of the issues that are, in fact, valid concerns. However, there are countermeasures that can be applied to mitigate most of the security issues. One such countermeasure is application knowledge. Having security minded development staffs who are properly trained in secure software development principles could minimize poor programming habits that introduce vulnerabilities into the web mail application. A resource to organization who are establishing secure programming standards include: Foundstone, or online training available from the International Webmasters Association IWA-HWG. Also, a well-written guide in secure application development can be found here. These resources can be used to establish a baseline of secure programming ideas within an organization.

The second approach is the use of security technology. Technology is available now that be immediately deployed as a protective layer around a web mail infrastructure. Most of these products are based on the idea of a reverse proxy. The difference in products is the technology being used to implement the reverse proxy functionality. For example, IronMail email security appliance from CipherTrust uses hardened version of Apache as the reverse proxy. The IronMail appliance features a protocol anomaly- based intrusion detection system built in to the secure web mail application on the appliance. The IDS can detect several hundred known exploits unique to web mail. In addition, classes of exploits such as buffer overflow, directory traversal, path obfuscation, and malformed HTTP requests. As an all-in-one approach to web mail security there are few such products that do the job as well.

Outsourced Web Mail service

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