Restarting as in deleting the inside or stopping the server then starting it? Deleting the inside does, but stopping and starting doesn't.
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he doesn't have a server, he plays minecraft on a local, single-player world.
In your saves for Minecraft, copy the world that you want to make into a server world. Be sure to copy the entire folder. Open your server folder and paste it there. In the server properties file, change the name of the server to the name of your world's folder. Then launch the server and it should be your exact world.
yes just put the world file that you want into the world folder in the server files
You need the server software first. Once you get the server set up, you can copy your save to the server.
A LAN world means if someone is playing Minecraft using the same modem/router as you, they can come into your world and play with you.