How do you plan on advertising this? If I'm looking for a DJ, etc, I wouldn't consider or think of looking for a site like this. I'd just use Google or ask friends for a reference. The network effect is tough to overcome; you've got to have sufficient entertainers and sufficient people who know to look for entertainers. Is this really an area where there is sufficient pain?
I don't mean to be a killjoy; I've run a software business for over 10 years and learned a few things along the way and the key thing I've learned is that I have to be solving a very real problem and I just don't see that here.
Good luck to you, though.