The app is an AppleScript indeed. If you right-click it and choose "Show
package contents" you can look at the source in "main.scpt". 

When asking for the trackstat history file the script starts in your
iTunes Playlist folder per default. Only txt files are allowed. This
might be the reason all your files are grayed out. Trackstat writes
history file in format txt.

If you want to change this behavior simply remove "of type {"TXT"}" in
the script from line:
set fileRef to (choose file with prompt "Select TrackStat history
file you want to apply:" of type {"TXT"} default location (pathRef as
alias))


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