I have spent most of the last six years of my professional life configuring Exchange hybrid deployments for organizations looking to move their email into Office 365. Speaking from the perspective of someone who has set it up repeatedly, Exchange hybrid is straight forward. You take your on-premises Exchange organization’s and run the Hybrid Connectivity Wizard (HCW) to connect to Office 365. I suppose there is more to it than that, but this blog post is not the place to go into those details.
In this blog post, I want to talk about the hybrid options for Skype for Business. Hybrid for Skype for Business is a much newer offering from Microsoft, and in my opinion (as someone who has not set it up for hundreds of customers) much more complex.