A headshot photographer must absolutely use light to the best of his ability when shooting outdoors. I hope that they are able to or I don't recommend hiring them.
Here are some effective tips on how to use light in your headshots:
• Remember that light tells a story. Harsh light shows intensity, soft light shows beauty. Think about what look you are going for, and then stand in a place that gives you the kind of light you need.
• Do you want the face to pop off the image and stand out? I think you do. A great way to do this is by providing fill light from below. Stand in a spot where a light is shining down, and then a bounce board can be used to fill in shadows on the face.
• Reflected diffuse light looks amazing. Where do you get this light? Well it's hard if you don't live in a city because you need something big to bounce the light onto the actor's face. Using buildings with brightly-lit walls to reflect light down onto the actor is a great way to achieve this effect.
• Stand in the shade when shooting. And use a bounce board or reflected building light. It's just a great way to get amazing light. Also try to position the headshot client so that they have a hairlight.
• Use fill-flash if necessary, but remember that it limits how quickly you can shot, which means you might miss the perfect shot. Additionally, make sure the fill flash isn't too birght or it will wash out the details of the actor's face because it makes the light way too even.
Hopefully these tips help.
Headshots NYC - Professional Headshots in New York City