Random background song

I am in trouble here guys!!!  I have Pinball wizard playing when pinballx starts up and at idle.  My wife today told me she is getting sick of hearing that song and it needs to go.  When the boss gets upset I need to find a fix.  For all you computer savvy guys, is there a way to put multiple songs in there and have it play randomly?  Pinup player has it where you can have multiple videos assigned to a switch, solenoid or event and they play randomly, ther has to be a way to do that.  It would be nice to have songs continue to play after the first one ended too

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