Fixing Outlook Certificate Errors

How to solve problems with Exchange Autodiscover. Certificate Error issues in particular.

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Office 365 Migration – When Do I Need to Use Third Party Tools?

This post may be late in coming, given that most smaller companies have already moved away from on-prem solutions to cloud based services for things like email and file sharing, but I feel like it’s important to stress some of the realities involved in migrating from on-prem to cloud systems. Particularly when migrating to Office 365.…

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Exchange Server EMail Routing – Accepted Domains and Send Connectors

Exchange Server (And Exchange Online) can be a little confusing at times, particularly when we're dealing with mail routing. Internal mail routes are handled almost automatically (especially if you keep all your Exchange servers in the same AD Site, which I recommend), but how do you get it to route email to mail servers *outside* your organization? This post answers all the questions you might have about how to handle Special Mail Routing cases for Exchange.

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DNS – An Introduction

Though you may not know it, DNS (Or Domain Name System) is probably the most used things on the Internet. In fact, you’re using it right now. For those who don’t know what DNS is or does, it is the system we use to translate Domain Names to IP Addresses.

The World Before DNS

Back in the early days of the Internet (And by early, I mean before it was even *called* the Internet), all of the computers that were connected to one another could only be reached by using a series of numbers.…

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Hardening Microsoft Solutions from Attacks

Take a minute to go over this post from Dirk-jan Mollema. Go ahead and read it. I’ll wait…

Did you realize how scary that kind of attack is? As an IT guy who specializes in Exchange server and loves studying security, that article scared the snot out of me. Based on my experience with organizations of all sizes I can say with a good bit of authority that almost every Exchange organization out there is probably vulnerable to this attack.…

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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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