SQL Server Management Studio - Debugger buttons greyed
You need to open the network ports &amp; firewall ports between your desktop running SSMS, and the remote computer.

Just generally speaking, though, I'd highly recommend against running the debugger on a live server. You're going to force SQL Server to hold your locks open for longer periods of time, and you can easily cause a blocking storm. Instead, I'd strongly recommend debugging your code locally on your own dedicated instance of SQL Server. (Developer Edition is free.)