Team Headshot Photographer in Wellesley, MA




Wellesley is home to some of the most well-regarded financial firms, consulting practices and professional services companies on the 128 corridor. When your team's online presence needs to match that caliber, I bring a complete professional studio directly to your office — lights, backdrop, tethered display, everything.
Each person sits down for about 8 to 10 minutes. I coach them through posture, expression and wardrobe so they leave feeling confident, not awkward. They see their shots on the display in real time, and your team page goes from a patchwork of selfies and outdated photos to a set of images that actually looks cohesive and professional.
From Wellesley Hills to Linden Street to the offices along Route 9, I've worked with teams of every size. Whether you have 5 people or 50, the process is the same — efficient, relaxed, and designed to keep your workday on track.
How It Works
Setup
I arrive one hour before the first session to build out a full studio — professional lighting, backdrop, and tethered display so each person can see their shots in real time.
Per Person
About 8–10 minutes each. I coach everyone through expression, posture and wardrobe adjustments.
Turnaround
Retouched images delivered within 10 business days.
Space Needed
A 10-foot-square unobstructed space with a power outlet. Conference rooms work great if the table can be moved. Otherwise, any out-of-the-way open area will do.
Services
- ✓Team & Corporate Headshots
- ✓Executive Portraits
- ✓LinkedIn Profile Photos
- ✓Company Website Portraits
- ✓
What Clients Say

“The absolute best headshots in the business! Damon gave me the best photographs of my life and it was really fun. He explained his process clearly, listened well, and put me at ease with kindness, humor and professionalism.”
Kevin O.

“Damon is so talented, skilled and warm that the session feels almost effortless. I've worked with other photographers and he is so incredibly gifted with the art of coaching you through the session.”
Roanne N.
Frequently Asked Questions
Our Wellesley team is 30 people — can you handle that in one day?
Easily. At 8–10 minutes per person, a team of 30 takes about 5–6 hours including setup and breakdown. I'll work with your office coordinator to create staggered time slots so people rotate through without long waits. Most of your team won't lose more than 15 minutes of their workday.
How do you ensure visual consistency for our brand?
Every person is photographed with identical lighting, backdrop and camera settings during the session. The result is a set of headshots that look cohesive when displayed on your website, in email signatures and across marketing materials. That consistency is something you can't get when people go to different studios on their own.
What happens when new people join after the session?
My New Hire Program handles exactly this. New team members book an individual session at my Sherborn studio — just 15 minutes from Wellesley — at a discounted rate. They get the same professional quality, and your website stays current without organizing another full group session.
What if some team members are camera-shy?
Most people are — and that's completely normal. I coach every person through posture, expression and micro-adjustments so they can relax and look their best. By the time we're a few frames in, even the most reluctant team members are surprised at how comfortable they feel. For tips, read How to Look Confident in Your Headshot.
What about AI headshots for the team — are they worth it?
AI-generated headshots might seem like a quick fix for a large team, but they come with real drawbacks — inconsistent quality, uncanny expressions, and the risk that clients or colleagues recognize them as AI. A professional on-location session gives you consistent, authentic results across your entire team. For a detailed breakdown, read AI Headshots vs Real Headshots.
What common mistakes should our team avoid?
The biggest ones are inconsistent wardrobe (one person in a T-shirt next to someone in a blazer), not sending the wardrobe guide in advance, and scheduling too little time. A little preparation goes a long way. For the full list, see Biggest Headshot Mistakes Professionals Make.
What kind of room do you need at our Wellesley office?
Any space with about 10 feet of depth and a power outlet. I've shot in Wellesley conference rooms, partner offices, building lobbies — I bring all the lighting, backdrop and stands. If the conference table can be moved, that room is usually the best option.
Our firm has a professional dress code — any wardrobe tips?
I'll send a wardrobe guide tailored to your firm's style before the session. For professional services: dark suits, solid shirts, minimal jewelry. I also do a last-minute check with each person — fixing collars, adjusting ties, catching lint — so everyone looks sharp on camera. For more details, read What to Wear for Your Headshot Session.
How is team session pricing structured?
There's a flat location fee plus a per-person rate. The per-person cost decreases with larger groups, so a team of 30 is significantly more cost-effective per head than a team of 10. I'll send you a custom quote once I know your team size.
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 individual style. I shoot both and many teams use the same session for both. For a deeper comparison, see Corporate Headshots vs LinkedIn Headshots.
How often should our team update headshots?
I recommend every 2–3 years for the full team, plus individual sessions as new hires come on board. If your website has a mix of professional headshots and phone selfies, it's time. Read more in How Often Should You Update Your Professional Headshot.
What other nearby communities do you serve for team sessions?
We bring our full studio setup to offices throughout the greater Boston area, including but not limited to Newton, Framingham, Waltham, Boston and Cambridge and beyond.