No matter what I try (build -> content, NSUrl, filename) I get a \'null exception\': file not found when I try to play a .caf sound file in monotouch.
//var
Bryan,
From looking at your screencast - you are trying to play a mp3 file and not a caf file. Mp3 files are encoded differently and will not play with the SystemSound class that's there (I can't remember if you can do this in Obj-C or not.)
You'll want to use the AVFoundation Namespace and AVAudioPlayer class.
using Monotouch.AVFoundation;
var mediaFile = NSUrl.FromFilename("myMp3.mp3");
var audioPlayer = AVAudioPlayer.FromUrl(mediaFile);
audioPlayer.FinishedPlaying += delegate { audioPlayer.Dispose(); };
audioPlayer.Play();
You might need to tweak the code above - I don't have MonoDevelop to hand but that should help you a little further.
Cheers,
ChrisNTR