[Geoff Bacon]

Sounds like what you are asking for is another level in the interface (a bit like a directory); having selected this "directory", it will then show two more entries to allow you to choose which version you want.

This isn't possible with the current implementation (Mike has indicated that he will work on a versioning system at some point but I suspect that could be some time off based on all the things he is implementing).

So, what you can do is load each file individually and use something in the name to indicate the content. Use the filter mechanism to help show only certain types of song (use something in the name, collections or setlists).

You could use a CSV file to load a single pdf and create song entries for both, the first and the last.
This seems an overkill for just 2 songs and ends up with 3 entries

The simplest way is probably for you to load them as a single pdf and use a link point on the first page that will jump to the start of the second song (you either start playing the first song or you press the link point and jump to the 2nd song).
This give you a single song entry that you wanted

Geoff