Lookout appears to automatically use initialization settings (ini file settings) first from the same subdirectory as an "autolaunched" process, then (if no ini file found there) Lookout uses the Lookout.ini file settings from the Lookout default directory.
In other words...If you are migrating a process from one platform to another you may wish NOT to import the ini file settings TO the same destination subdirectory as that process. You may therefore wish to run Lookout.exe first (then close all open processes) and then OPEN the process name INSTEAD of double-clicking on the process name in the Windows explorer (file manager) window (using windows autolaunch feature).