How do you own a car without knowing how to turn it on?
The time it will take you to learn how to set up the server is such a tiny fraction of the amount of time you will spend developing a server, its not even worth a thought. If you think you can setup a server and then never have to worry about restarting it, transferring files, compiling new source, etc then you are in for a huge surprise.
If you want a personal dev server, then do a LAN server. If you can't setup a server, you can't develop a custom server.
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