First of all if your game is not booting up after a compile, you want to check if you have Use Process Window turned on within the expert options. (I just prefer using expert options in general in my opinion.) If it is checked, then you shouldn't have any issues as it should boot up . If you are still having issues then it might be the way the file paths are configured.

a lot of problems are because it doesn't know where the gameinfo.txt file is. (Basically a file telling source where everything is.) when it doesn't know where it is it either doesn't boot up or pops up an error message saying it doesn't know where gameinfo.txt is.

What you need to do is go into your Hammer Editor options which can be reached by going to Tools >> Options. Now that you're here you want to look for Game Directory then click browse. You'll now browse to where JBMod keeps the gameinfo.txt file. the file path for gameinfo.txt will be in C:\Program Files (x86)\Steam\steamapps\common\JBMod\jbmod or as Hammer interprets it $SteamUserDir\JBMod\jbmod

Everything else should be fine as jbmod.exe is already listed as the default program to use so just click apply then ok. you get a message saying that changes applied won't change until you exit and reenter Hammer. do that and compile your map it should work now.

So if it continues not to work for some reason, you can simply boot up JBMod from steam and add parameters. To add parameters to the launch options go into Properties then scroll all the way down until you see Launch Options in the General section. the launch parameters you want to add are: -dev -console -allowdebug +map "your map name"

Exit out and then launch it. It should automatically give you cheats, dev mode, and boot straight into the map without any input.

I hope this guide helps a few of you making maps for JBMod.