Got another idea.

Crowbar has the nifty "Goto" button on the compile tab, allowing me to go to the folder the model has been compiled to. Or at least to one model when batch compiling models for different folders. But I still have to manually copy the files, or make a batch file, like i had done before.
It would be useful if we had a textbox in which we can paste the location of our "addon root" folder and a new button which will automatically copy all compiled models into the proper location within that addon folder.

Example:
Addon folder called "Simple Weapons".
Put that location onto that textbox in crowbar as such: "F:\Modding\L4D2\Simple_Weapons"
After compiling any models the "move to addon" button becomes available.
Pressing it will copy all models with their respective folder trees into my "Simple_Weapons" addon folder.

While at it, might aswell add a "Use in packing" button to then pack that addon folder through crowbar aswell.