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ADFS Multifactor Authentication – Not Good for Office 365

Continuing down the road for implementing ADFS Multi-factor Authentication (MFA) using PKI I have come across a few issues and a major show stopper when implementing this for Office 365 services. I wanted to share my experience so that this you can avoid the same pain as I have been through.

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Multi Factor Authentication (MFA) Using ADFS 3.0 and Certificates

I had to implement MFA using ADFS 3.0 and internally signed certificates in order to authenticate external users against Office 365 services. There were a few niggles along the way but on the whole it was a relatively easy process to complete. The design brief stated that only domain joined devices from outside the corporate LAN can consume Office 365 services. In addition these users must perform multi-factor authentication when outside the corporate LAN only. I am pretty sure that the design could have been achieved using Azure MFA and a few claim rules in ADFS. However, the customer liked the idea of the relatively simple management and roll out that certificate based MFA provides.

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Office 365 Single Sign On Gotchas (Green Field)

It is important to understand before reading this article that it is not a guide on how to install ADFS, WAP and AADSync. I hope to be able to do this sometime in the near future. This article bullet points some of the gotchas I have experienced whilst implementing this in a green field deployment.

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