I did produce a similar program for Mrs Pavane, but for the purpose of creating sets of MIDI file backing tracks.

It allows the user to select songs from the main list (in this case a directory) and will then create a list which includes performance time of each song, and an overall elapsed time for the whole set.

This program obviously needs the MIDI files present, but it would be possible to create something similar if you had a file containing all your song names and their elapsed times.