Entra Cloud Sync + Hybrid Join: A Step-by-Step Guide

I run a little Active Directory domain in my home lab, and for the longest time it lived completely on its own island. Local logins, local DNS, local everything. Meanwhile every cloud thing I touched — Microsoft 365, Azure, random SaaS apps — wanted me to log in with a different identity. Two usernames, two passwords, two worlds. That’s the exact problem Microsoft built hybrid identity to solve, and I wanted to actually understand how it works instead of just reading about it.

So I built it. This post is the result: what Entra Connect actually is, the difference between the two sync engines Microsoft gives you, what Hybrid Join means, and a full best-practices walkthrough of deploying Entra Cloud Sync and then Hybrid Join on top of it. (There’s a twist on the Hybrid Join side for Cloud Sync setups — I’ll get to it.) I’ll link the Microsoft Learn docs at every step so you’re never taking my word for it.

If you’ve got an on-prem domain and a Microsoft tenant and you want them to feel like one thing — this is the post.

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