Would anyone know how to script TWS on a Mac ? What scripting language should be used ? Applescript and Quickeys dont seem to be up to it. The first thing I would like to resolve is to just set all the orders on one given page of TWS to "Pause All" after the close of the Stock Exchange every day.

I believe your best bet is using JAVA or the Python as there is a Python wrapper for dealing with TWS/Interactive Brokers.