with the steam pipe update the old hammer broke completly you now have to use a beta of hammer: go into your steam liberty left/right klick tf2 go properties -> betas -> sdktools_beta then tf2 will download the needed stuff. you will now have to start hammer from the tf2 directory you can find it here: \steam\SteamApps\common\Team Fortress 2\bin look for hammer.exe i dont know if and how you can install custom stuff for hammer because i dont use custom stuff^^ hope that helps 
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