Ok, here we go. I will assume nothing and go from scratch.
You will find your WOFF pilots in the following directory structure:
Note the first pilot has been copied to another working directory and then the original renamed to "Pilot1_Original.bmp". The copied version is loaded into a graphics program and then modified or another custom photo is overlayed on it totally or partially as the need arises. Save the file as "Pilot1.bmp" and put it back in the original directory.
Now when you create a pilot you can choose the modified pic. Or if you already have a pilot then find out which piture he is using and do all the mods on that one in a similar manner as I have identified above.
If that is not clear let me know and I can break it down for you.
Best Regards MFair!