Hello! I would be glad to work on this task for you!
Actually I have already done writing scripts that you asked. One python script is copying all Out folders from "Main folder name"\1, "Main folder name"\2, ... , up to "Main folder name"\100 and put them into existing destination folder naming them Out1, Out2, ..., Out100.
The other script is recursively walking through every Out folder and copyinig all files it finds into main folder. Also if there are any files (in different Out folders) having the same name, before putting them into main folder the script will add integer to them to avoid file name collisions.