I just downloaded Winamp this morning - radio, TV, songs, videos
seems easier to do searches for all of those too.

So winamp or windows media player are the only ones I have loaded.
when you have more than one player loaded sometimes it doesn't know which one to use for playing misc files like that.

I'm not sure about Jukebox - you might look for something called file associations in the properties or settings.
winamp has a tab for keeping file associations.
but the recording plays back on the win media player??
for me anyway.