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My musings on capturing the moment

Prep Guide: Your Headshot Doesn’t Have to Feel Like a Trip to the Dentist

Niall Fitzpatrick June 11, 2025

Why Your Headshot Doesn’t Have to Feel Like a Root Canal

Not long ago, a client told me — with total sincerity — that she’d rather have a tooth pulled than sit for a headshot. Honestly? I couldn’t even argue with her. There was a time when I felt the same way about being in front of the camera — especially for a headshot.

Let’s be real: there’s something intense about a headshot. The camera zooms in, the focus is tight — upper torso, head, face — and suddenly it feels like every tiny muscle in your face is under a microscope. Terrifying, right? Well… that’s one way to look at it.

Here’s the other way: It’s actually a pretty incredible opportunity. A headshot gives you a chance to subtly, powerfully communicate who you are — your confidence, warmth, professionalism — all in a single image. It’s less about “surviving” the photo, and more about owning it.

If you’ve already decided it’s time to update your headshot (which, by the way, you probably should do more often than you think), here’s my biggest piece of advice: Shift your mindset.

Most people walk into a photoshoot hyper-aware of the camera — “It’s pointing at me… everyone's watching… don't mess this up.” But here’s the trick I’ve learned: flip that script. Instead of focusing on the camera, remind yourself you are in control of what’s being conveyed. You do this all day without thinking — in meetings, interviews, even in casual conversations. But somehow, as soon as the lens comes out, we freeze.

That’s where I come in.

Of course, we’ll fine-tune the technical stuff — lighting, angles, posing — but honestly? The real work happens before we even pick up the camera. We’ll chat, loosen up the space, laugh (warning: my dad jokes are both terrible and unstoppable), and shift into what I call the “play state.” That’s when the magic happens.

And here’s a little secret: it’s not all about the perfect smile or that stiff, practiced “photo face.” The things you reallywant to communicate — calm, confidence, approachability — they come from the eyes and mouth. Wide eyes? Fear. Relaxed, smiling eyes? Openness and quiet confidence. Same with the mouth — it’s not about grinning as wide as possible, it’s about softening into a natural, charismatic expression.

My job is to coach you there — to take the stress out of the experience, help you feel in control, and maybe even have a little fun along the way.

So, no, your headshot session doesn’t have to feel like a trip to the dentist. In fact, it might just be the most relaxed, empowering part of your day.

← Good side, better side? Let’s Find Your Best Side (It Only Takes a Minute!)The Cliffs. My first book cover photo. →

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Niall Fitzpatrick Photography | Milton, MA | Serving Greater Boston & the South Shore