Hey Bud,
I missed ya. U almost had it right.
---> random.sqs
#start
_songs = ["first", "second", "third", "fourth"]
_rndsong = (random (count _songs)) - 0.5
_song = _songs select _rndsong
playSound _song
#exit
-----> description.ext
class CfgSounds
{
   sounds[] =
      {
         first, second, third, fourth
      };
   class first
  Â
   {
      name = "first";
      sound[] = {"first.ogg", 1, 1.0};
      titles[] = {   };
   };
   class second
  Â
   {
      name = "second";
      sound[] = {"second.ogg", 1, 1.0};
      titles[] = {   };
   };
   class third
  Â
   {
      name = "third";
      sound[] = {"third.ogg", 10, 1.0};
      titles[] = {   };
   };
   class fourth
  Â
   {
      name = "fourth";
      sound[] = {"fourth.ogg", 10, 1.0};
      titles[] = {   };
   };
};
---> then a trigger!
a=0
b=0
trigger for ONCE only
Condition = true
Activation = this exec "random.sqs"
        Â
works great! remember sound file sizes though. lol ;D