Headshot Photographer in Medfield, MA
Medfield professionals — my studio in Sherborn is practically next door, just 10 minutes north on Route 27. You might be closer to my studio than to your nearest Starbucks drive-through.
What sets my headshots apart is the coaching. I guide you through expressions, posture and small adjustments until we capture something that looks natural and confident — not the stiff, forced look you get from a rushed corporate session.
LinkedIn headshots, executive portraits, business headshots, actor headshots — whatever you need, every session is built around getting you one image you'll actually want to use everywhere.
Medfield's quaint downtown and growing professional community make it one of the most connected small towns in the area — and with easy Route 27 access, my Sherborn studio is practically around the corner. You can pop in for a session during lunch and still have time to spare.
From the moment we start shooting, I'm coaching you through every frame — adjusting your shoulders, refining your expression, dialing in 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 fun the process feels. Every deliverable is professionally retouched and provided in high resolution.
Getting Here from Medfield
Head north on Route 27 from Medfield center — about 10 minutes straight to our Sherborn studio. Easy parking right at the door.
Drive time: 10 minutes
Services
- ✓Executive & Corporate Headshots
- ✓LinkedIn Profile Photos
- ✓Business Portraits
- ✓Actor & Performer Headshots
- ✓Team & Group Headshots (on-location available)
What Clients Say
“Damon always pays attention to the thousand little details that make a great picture. From lighting to clothing to hair and makeup, nothing is overlooked.”
Sue B.
“Working with Damon is a phenomenal experience. His photos are extremely high quality and he is skilled at capturing people's personality and spark. He and his team are talented, professional, and exceeded our expectations.”
Roanne N.
Frequently Asked Questions
How far is your studio from Medfield?
My studio at 80 Maple St in Sherborn is about 10 minutes from Medfield center via Route 27 north. 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 Medfield offices for team sessions?
Absolutely. I bring my full portable studio — lights, backdrop, the works — right to your Medfield office. 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.