I believe that your headshot should represent the best version of you, after all it will be an image used on your professional or social media site and visible to thousands of people.
One of the most important things when choosing your headshot photographer is research. Look at his or her website and make key notes when comparing to other photographers – what you like, what you don’t like etc. Think about what you want to achieve with your headshot (your aim, objective behind updating your headshot) so when you are ready to book, you can let the photographer know what your expectations are.
Most headshot photographers are professionals with years of experience and can nearly enough get you the look you desire. I tell my clients “we need to make sure your headshot looks like you.” You never want to walk into an interview or audition looking totally different from your headshot.
When you narrow down your choice of photographers, call or email to ask as many questions as possible before you make your final decision. You can pick up a lot from how your photographer communicates with you.
Lastly - Price - Ask yourself "how often will I be spending money to update my headshot?" Is this investment worth it (in my opinion – 99.9% of the time the answer is yes, it’s worth it.) Cheap is not always quality but neither is expensive. Look for a photographer who has a style that you like, save up (if you need to) and make that investment.
**Remember your headshot is going to be visible to thousands of people and may land you in the hot seat of a dream career or acting role**
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