I hope I can maybe provide some help here as I was tinkering around with my LTO Flash last night after I pretty much just dumped all of my games onto it with no folders and it was a mess. If I misunderstood your post, I apologize in advance. I have Windows 10 OS by the way. I created a folder called "LTO Flash" on my hard drive. In the folder, I created folders A-Z and copied all of my games alphabetically in each folder. I then opened LTO flash interface, deleted all of my previous files, and once I was done I clicked on "add folder" on the top left. I then browsed and clicked on the "LTO Flash" folder on my hard drive and hit open. This took all of my already created folders and put it on the menu. I then just clicked "send to LTO Flash" and was all set. When I put the cart in my INTV, I had all of the alphabetical folders and could go into each one with "enter" and go back to the main menu with "clear". I'm sure this method also works if you wanted to do different types of folders like Mattel games, homebrews, demos, Coleco, Activision, etc.