Hi Sarah Lovely,
Here is a list of points that will help you find the right person.
1. Determine your budget. You do not have to spend big bucks to get great headshots.
2. Ask fellow actors to see their headshots. Here you have the immediate comparison between the person and the headshot, and you can see if you like the style of the photographer.
3. Weigh in what kind of career you are heading for. TV? Film? Theater? If you are heading for more complex and bigger parts, look for someone who can do great character headshots, and who doesn't just go for the looks.
4. The reproductions website is a classic.
5. When you look at the photographer websites, I recommend turning off the music, if there is one, and the sound effects. There are also other marketing methods, that can trick an actor, like before-after comparison, similar to those for diets.
Marketing and advertisement is strong in photography like in every other business, and you need to make sure you get what you want, not what someone wants to talk you into.
Give yourself time to look at the photos without distraction.
If you have an older CRT display (tube display) or a cheap office quality LCD display, these displays may not give a good impression of the photos. Especially older CRTs can have terrible tints.
In such a case, go to a friend with a good monitor. Or you can go to reproductions. I'm here in LA, but people use the Apple iMacs here if they don't have good displays on their own.
6. Talk to the photographer in person. Don't just sign up over the internet.
How responsive is he? Do you feel you could connect? It is very important to connect well to a photographer, because only then you will be able to create a good session, which is teamwork similar to the one between an actor and a director.
7. Ask about the process the photographer has. An actor has a process to create his/her roles, and so has the photographer to get good performances out of an actor.
Do your ideas match?
8. Has the photographer the modesty to step back and let the actor be the number one?
There are big egos in this business, and it can be an unpleasant experience.
9. Boil your research down to a final of approximately three photographers. Bookmark their portfolios.
10. Let a little time go by and return. Look at the images again. Is your favorite still your favorite, or was is just flashiness that attracted you in the first place? How much character do the pictures have? Is the character of the actors well displayed, or tinted over with a loud photographing style?
In an EVER MORE COMPETITIVE film and theater world you need to show what makes you special, not what makes you look like everybody else.
11. Consult friends. Go through your favorites with them, again, with all music, sound effects, marketing tools off.
Better even if they look at those shots twice, too to let it sink in.
You can also ask your acting teacher. Acting teachers usually have a very good feel for their students, and they have seen it all regarding headshots and can't easily be fooled.
Again: take your time.
12. Is the photographer shooting RAW or JPEG? Those are two file formats, and jpegs get compressed in camera, and most information gets thrown away there. This makes for less ideal skin tones.
Also, JPEGs are quicker to work with, but that's not in the actor's favor.
RAW allows for more specific adjustment of light and color, fitting your type.
It is much more work intensive, so not every photographer uses it, but it is a highly superior format to work in.
But, subconsciously, all images elements work together to create an image of a character. Not only the quickly visible graphic composition or an eye catching style of lighting.
14. Don't rush. Headshots don't get you a part, but they are an important tool that work as your messenger.
Don't take overnight service for a service (except in emergencies, of course). Look for individual attention.
Give your photographer time to work on the images in several stages to fine tune them.
The interpretation of a shot image can be compared with the interpretation of a role. You don't go in with a fixed idea in your head, but try out, what gets this particular character to come out best, color and contrast and light quality, color temperature, etc...
(Every photographer can offer you emergency service. But don't look for it in the first place to get it done quickly. You want to be GIVEN TIME!).
There are many, many photographers in New York, and it will take you a while so you get the eye for it. But then you will know what you need.
More than in most other businesses you can find excellent quality at moderate prices if you take yourself time to look.
You don't need to pay big bucks.
You can get fantastic shots with a sharp, rising talent, who responds more direct to what is going on in the acting world out there RIGHT NOW.
Good luck for your career and your photographer search.