I don't know...
... a few comments. It doesn't seem like you put much effort into making this. Rather, it looks like you were simply showcasing your coworker's song, and threw some stuff together rather quickly to go with it. I only say this because I really like the way the squigo cartoons turned out, and this doesn't even come close, imo.
Also, whenever you put in your comments that something is supposed to be really funny, or really sad, etc., you're automatically putting yourself on the defensive; people are going to expect funny to their standards, and might be dissapointed if you can't ultimately meet that, which was the case for me. When I hear something's supposed to be hilarious, it kind of raises the bar before I even hit play.
You still get a three, though I think this could have been done better.