Headshot Photographer in Dover, MA



Dover professionals — my studio in Sherborn is right next door, just 15 minutes south on Farm Street to Route 27. If you can get to Medfield for lunch, you can get to me even faster.
What makes my headshots different is the coaching. I guide you through posture, expression and subtle adjustments until we land on something that looks natural and confident — not the awkward, forced look you get from a five-minute corporate session.
Executive portraits, LinkedIn headshots, business headshots, actor headshots — whatever you need, every session is built around getting you one image you'll actually want to use everywhere.
Dover's executives, entrepreneurs and professionals demand the same quality in their headshot that they bring to their own work. With the town's proximity to the Route 128 corridor and easy access through Needham and Natick, my Sherborn studio is an easy midday trip that doesn't require fighting Boston traffic.
From the first frame I'm coaching you — adjusting your shoulders, refining your expression, finding the angle that flatters you most. You'll preview images on screen throughout so you can see the progress in real time. Clients are regularly surprised by how relaxed and enjoyable the process feels. Every deliverable is professionally retouched and provided in high resolution.
Getting Here from Dover
Head south on Farm Street from Dover center toward Sherborn — about 15 minutes to the studio. You can also take Route 27 south through Medfield. Easy parking right at the door.
Drive time: 15 minutes
Services
- ✓Executive & Corporate Headshots
- ✓LinkedIn Profile Photos
- ✓Business Portraits
- ✓Actor & Performer Headshots
- ✓Team & Group Headshots (on-location available)
What Clients Say

“Damon is a great coach for those doing headshots for the first time. The attention to detail is incredible. My husband had his done and I was so impressed I had to get mine done too.”
Janet O.

“If you are looking for unparalleled service and quality then look no further! Damon's unique advice on posture, lighting and expression brings out the best in you while making you feel comfortable in front of the camera.”
Georgina M.
Frequently Asked Questions
How far is your studio from Dover?
My studio at 80 Maple St in Sherborn is about 15 minutes from Dover center via Farm Street south. One of the closest towns to the studio — plenty of free parking.
I've never had a professional headshot — what should I wear?
Bring 3–5 tops in solid colors — navy, charcoal, burgundy and black photograph particularly well. Avoid busy patterns and logos. We'll look at everything together before we start and pick what works best with your skin tone and the background. For the full guide, see What to Wear for Your Headshot Session.
What if I'm nervous or don't consider myself photogenic?
You're in great company — most of my clients feel exactly this way when they walk in. Coaching you through posture, expression and micro-adjustments is a core part of what I do. By the time we're a few minutes in, you'll be relaxed and we'll be getting great shots. For practical tips, read How to Look Confident in Your Headshot.
How often should I update my headshot?
I recommend every 2–3 years, or whenever there's been a noticeable change in your appearance — new hairstyle, glasses, significant weight change. If someone meets you in person and can't reconcile you with your photo, it's time. Read more in How Often Should You Update Your Professional Headshot.
What about AI headshots — are they worth it?
AI-generated headshots have gotten a lot of attention, but they come with real drawbacks — uncanny expressions, inconsistent lighting, and the risk that someone recognizes it as AI. A professional headshot captures the real you with coaching that brings out authentic confidence. For a detailed breakdown, read AI Headshots vs Real Headshots.
How many final images do I receive?
Your session includes one fully retouched, high-resolution image. Many clients end up wanting 2–4 additional images for different uses — LinkedIn, company website, speaker bio — which can be purchased at the time of your session. You'll see all your shots during the session so you can choose your favorites.
What does the session actually look like?
You'll be in and out in about 30–45 minutes. We start by going through the outfits you brought, then I set the lighting while we chat about what you need the headshot for. The actual shooting takes about 20 minutes — I coach you through every frame so you're never left guessing what to do with your hands or your face. For more detail, read What Happens During a Professional Headshot Session.
Do you come to Dover offices for team sessions?
Absolutely. I bring my full portable studio — lights, backdrop, the works — right to your Dover location. All I need is a room with about 10 feet of clear wall space and a power outlet. For tips on getting your team ready, see How to Prepare Your Team for Headshot Day.
What mistakes should I avoid before my session?
The most common ones are wearing busy patterns, waiting until the last minute to plan wardrobe, and trying to look like someone you're not. A great headshot should feel like the best version of you — not a costume. For the full list, see Biggest Headshot Mistakes Professionals Make.
What's the difference between a corporate headshot and a LinkedIn headshot?
They're closely related but not identical. A corporate headshot is typically shot to match your company's brand guidelines — consistent background, lighting and framing across the team. A LinkedIn headshot is more personal and can reflect your individual style. I shoot both and many clients use the same session for both. For a deeper comparison, see Corporate Headshots vs LinkedIn Headshots.
I'm a real estate agent — do you specialize in that?
Yes — real estate headshots are one of my specialties. Your headshot appears on every listing, every mailer and every bus bench, so it needs to project trust and approachability instantly. For tips specific to agents, read Why Your Real Estate Headshot Is Costing You Listings.