[Wine] Karaoke5 need help (Not in AppDB)

[Gear-actua]

I am looking for help from anyone to try and get this program running. I recognize that this program is not listed. Thats fine. That does not mean it can't be made to work.

What should I be looking at to find out why it isnt running? How should I be monitoring it? 
The program is free at http://www.karaoke5.com/welcome-uk.htm.
I am running 1.3.9 on Ubuntu 10.04.

Please do NOT mention PyKaraoke because I have already tried it and am not altogether satisfied.