Good Headshot, Bad Headshot
The gap between a headshot that books and one that doesn’t is smaller than you think, and it is almost never about the camera. It is about six inches of framing and one degree of expression. This chapter shows you both, one variable at a time, until you can see it yourself.
The one rule. It is the only one they all agree on.
Read enough casting directors and you notice that almost everything they say about headshots is personal taste — and then one sentence keeps coming back, from different countries, different decades, different genres, in almost identical words.
Debbie McWilliams, forty years on Bond: “It should look like you. That’s the most important thing. Don’t make it too flattering.” Broadway casting director Benton Whitley, in Backstage: “A good headshot is when there’s a photo and it looks like you.”
Don’t make it too flattering. Sit with that for a second, because it is the exact opposite of what you are being sold. The entire retail headshot industry is organised around making you look better than you do. The people who actually book actors are asking you, politely and repeatedly, to stop.
So what actually happens if you don’t look like it?
Nobody ever answers this. Here is the answer, from a casting director explaining why she gave up filing headshots by type.
And then, describing the permanent database she keeps on the actors she has seen:
That is the answer. “Looks nothing like this headshot” goes in your file, in the same list as “rude to my staff.” Yes, that piece is old — she wrote it in 2006. We are using it anyway, and dating it honestly, because nothing has changed since, and because in twenty years nobody else has been that specific about the consequence.
Note also what is not in that answer. Nobody rejected her. Nobody sent an email. There is no committee, no penalty, no rule. You simply stop getting called, and nobody ever tells you why. That is worse than a rule, and it is the honest shape of this entire business.
No platform, union or casting office will refuse a bad headshot. There is no bouncer. They just don’t click — and you never find out. Anyone who tells you a headshot will get you “rejected” is inventing a rule to sell you a solution.
Pair one: dead eyes and live eyes
This is the one that decides most of it, and it is half physics and half acting. The physics is the catchlight — no reflection on the cornea, no detail in the eye, and the eye reads as a dark smudge. The acting is whether there is a thought behind it. You can have one without the other and it still fails: a beautifully lit eye with nothing going on behind it is a photograph of a very well-lit mannequin.
Pair two: retouched right, retouched to death
The rule is one sentence: remove what will be gone in a week, keep what will still be there in ten years. The spot on your chin is a spot. The line beside your eye is your face. Retouch the first, keep the second.
Erasing your lines does not make you look younger. It moves you out of your casting bracket into one you cannot play, and then you walk into the room and lose both. Frank Moiselle again: “touched up in such a way that really it doesn’t represent you.”
Pair three: the background is not decoration
At 48 to 96 thumbnails a page, a detailed background is not a setting. It is noise printed on top of your face. Every bit of contrast behind you is contrast competing with the contrast in you.
This is also where hard light dies. A bare on-camera flash flattens the face, produces a hard-edged shadow on the wall behind you, and blows the forehead. It is the single most recognisable signature of an amateur headshot, and it is free to fix — turn the flash off, walk to a window, put the window on one side of you.
Pair four: the crop
Lisa Berman of Berman/Sacks says she wants “full heads (not cut off at top of head) so I can see shape of head.” She specifically flags bald men, where head shape is casting information you are deleting. It is one agent’s stated preference, quoted second-hand from a photographer’s site — but the underlying logic is unarguable: a crop that slices the top of the skull is a crop that throws away data casting is trying to read.
The fashion-magazine crop — hair bleeding off all four edges, chin at the bottom of the frame — is a beautiful crop and a bad headshot. Victor Jenkins’ complaint about photos that are “too much like a fashion photo” lands right here.
Pair five: clothes, not costume
The commercial agents at Brick Entertainment put it better than any photographer has: what they want is “definable archetypes… not suggesting costumes or broad ranges of ‘characters’ but shades of the performer in different settings.”
The line is thin and it is the hardest thing in this whole section to teach. A crisp shirt says this person could work in an office. A shirt, tie, lanyard and blazer says this person is wearing an office worker costume. The first gets clicked. The second reads as an actor telling casting how to do their job. There is a whole chapter on this, because it is where most actors go wrong and it is the cheapest thing to fix.
The counter-argument, because there is one
Backstage has argued that in the age of the selfie, casting directors cross-reference your Instagram anyway, and they know the headshot is the polished version. That is fair, and it is worth acknowledging rather than ignoring.
But look where it lands. If your real face is now one search away, the gap between headshot-you and actual-you is easier to spot than it has ever been — and it gets spotted before you are ever in the room, at zero cost to them. That argument doesn’t lower the stakes on “it must look like you.” It raises them.
The ten-minute training
Go back through those five pairs and cover the labels. Then, for each one, force yourself to say the failure out loud in one sentence, in plain English: the eyes are dark. The skin is plastic. The wall is louder than the face. The head is cut off. The shirt is acting.
Do that once and you will never unsee it. Then open your own headshot and do it to yourself. That is the whole skill, and it is why nobody sells a course in it.
Put your current headshot next to a photo a friend took of you last week on a phone. If a stranger would guess they are two different people, your headshot is not doing its job — no matter how good it is.
Want Will to Coach You Through It?
Reading is one thing. Working 1-on-1 with a working actor who booked Oppenheimer is another.