Business, Pleasure or Fun ...

Years ago, headshots were reserved for actors and models. For talent, these images are in some ways more important than a resume. A casting director can scour through hundreds of photos in search of the perfect face for the role at hand.
In today’s socially connected world, a modern headshot comes in handy for anyone looking to market themselves professionally (or personally — don’t forget about online dating profiles).
If you don’t have a professional image of yourself (or the staff in your organization), then I always recommend starting with a headshot.