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Simple Windows SMTP relay

In a recent post I mentioned that I had survived an Office 365 migration with only minimal scarring. We run HPE Content Manager which is "Enterprise Software". Just like the large government agencies that Content Manager is designed for it's big, slow, resistant to change, expensive, bureaucratic but yet incredibly …


Email addresses with apostrophes and mail loops

Recently we encountered an issue sending an email from one domain, hosted on Office 365 to another domain also hosted on Office 365. The destination email address had an apostrophe e.g. tim.o'reilly@example.org and we were getting the error message. 554 5.4.14 Hop count exceeded …


Does Microsoft's Office 365 licensing model encourage poor security practices?

I've recently survived a migration to Office 365 with relatively few scars and coming out only slightly more cynical, bitter and twisted than I was when I when I started1.

I remember speaking to a Microsoft sales rep at some conference or other, they said that in Office 365 …


Inbox Zero

There must be hundreds of diffrent strategies for dealing with the constant flood of requests that come in through out the day. My personal favorite for email is Inbox Zero. If you havn't come across it before you should go and check it out, it might not be the one …


Spam Filtering

Since I've started hosting my own email server I've been using spam assassin for my spam filtering. All in all it does a pretty good job of stopping spam but unfortuantly without the volume of mail Google has to train it's filter it will simply never be as good as …

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