Entertainment law and contracts are more specialized than the run-of-the-mill business contracts. I'll change the practice area for you so that the experts can respond.
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Absolutely find an attorney with experience in the segment(s) of the entertainment industry in which you are working. Specialized knowledge of the industry is key, and someone who has contacts within the industry can be invaluable.
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Entertainment law is a highly specialized area. It does not only involve multiple areas of law such as intellectual property, contract law, agency law, labor law, etc., but more importantly, it involves the interaction of business concepts and recognized practices and how the multiple areas interact with each other. The attorney you select should be specialized in entertainment law or you may end up paying for an inexperienced attorney to learn on your dime with the potential risk of making costly mistakes. Do your research on Avvo.com, there are many highly qualified entertainment attorneys listed on this website.
As my colleagues have said, definitely find an attorney with experience in the entertainment industry, but you should also make sure the attorney has experience in the part of the business you're in. Someone experienced in just talent representation probably couldn't help you if you're on the technical side of the industry. And an attorney with just film experience may not be a good fit if you do television or Internet-related work. You didn't mention what you do, but make sure the attorney's experience fits your needs.
I've done work in Hollywood for over 25 years in all parts of the industry. And if I can't help you, I'm sure I'll know someone to refer you to. Feel free to contact me directly.
Please note that this answer should not be considered "legal advice" and no attorney-client relationship is formed by answering this question. You should hire an attorney licensed in your state and familiar with the relevant areas of the law to conduct an analysis of your situation and provide you with fully informed legal advice. This answer is posted for general purposes only.
I am assuming you've formed a "loan out" company for your services in order to receive favorable tax treatment. If that's the case, companies that contract for your services will be contracting with your company (not you) for your services. Your company will then induce you to perform services (through an inducement clause). You need an entertainment attorney. If you are a member of a guild you will want to ask if they are familiar with the latest minimums set forth by your union.
I recently wrote a magazine article for a Los Angeles music business magazine ("Music Connection") on just that topic. "Hiring an Entertainment Attorney—Some Insider Tips" You can find it online at http://musicconnection.com/hiring-entertainment-attorney-some-insider-tips/ Good luck.
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You are the best person to figure out what kind of questions you should ask. You didn't provide much information above. As my colleagues have suggested, do your homework and find an entertainment lawyer who has experience in the particular areas you deal with. Many attorneys offer free consultations. Make some calls. Ask people you know for recommendations. Finding the right attorney is like finding a mate. It takes time and thought to find the right one, but when you find him/her, it's worth the extra effort.
As explained by my Avvo colleagues, you need an entertainment attorney. Like in-house counsel generally, yours will indicate outside legal counsel from time to time. Steer clear of attorneys representing your competitors.