Enabling Message Encryption in Office 365

As I mentioned in an earlier post, email encryption is a sticky thing. In a perfect world, everyone would have Opportunistic TLS enabled and all mail traffic would be automatically encrypted with STARTTLS encryption, which is a fantastic method of ensuring security of messages “in transit”. But some messages need to be encrypted “at rest” due to security policies or regulations.…

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A Treatise on Information Security

One famous misquote of American Founding Father Ben Franklin goes like this, “Anyone who would sacrifice freedom for security deserves neither.” At first glance, this statement speaks to the heart of people who have spent hours waiting in line at the airport, waiting for a TSA agent to finish groping a 90 year old lady in a wheel chair so they can take off their shoes and be guided into a glass tube to be bombarded with the emissions of a full body scanner.…

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Anatomy of a Certificate Error

The most important step in diagnosing a specific security error involves determining what the error is telling you. There are a few things that can cause certificate errors, and what you do depends entirely on what is causing the error to begin with. Once you know what the error is telling you, it becomes much easier to figure out what you need to do next.…

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