Datamodel files will not be processed again. I don't think they ever
will be. The .xql files will be processed, when you check them
out.
.xql files are loaded at startup of the server, so you need to
either restart the aolserver process *or* use the package manager and
'watch' those files. The same goes for the files in the package/tcl
directory.
To reload the datamodel for a package, you can either
remove/uninstall the package from your OpenACS setup (this will
trigger the package-drop.sql) and recreate the application or just
drop your tablespace (dropdb) and start from scratch.