Are you a professional, someone who is just starting out in the business world, a business owner, etc? When was the last time that you had professional headshots taken? Was it ten years ago when you were 20 pounds lighter? Did you have dark hair instead of grey? Have you never had any taken? What ever the reason you are using an old headshot it is time to get a new one. It is important for you to have a current headshot if you are a business person, so your clients are comfortable with you.
Headshots can be photographed in many different forms: traditional in studio, outside, with an instrument used in your profession, or on location. What kind of headshots you need is determined by the kind of work you do and also the feeling that you want to portray.