I am posting this question here from the Office 365 forums as I was redirected to this instead. My original question is
here. We are looking to deploy ADFS in Azure to use for Authentication and SSO for a new Office 365 rollout. In thedocumentation on TechNet, it states that if you route ADFS requests directly to the Azure cloud (as opposed to your VPN connection), that the connection is seen as external and therefore
users may get prompted for authentication. In other words, SSO may not be 100%. In the other forum, I tried to get a more precise answer on that. So, I post the question here. If I deploy ADFS in Azure and I do not use a proxy (I expose the ADFS directly to
the Internet), will my users have SSO or not? We just need to understand under what conditions an authentication prompt may occur so that we can be prepared. Thanks.
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