Boston Team Headshots — We Come to Your Office

For a team of 25, plan about 4–5 hours including setup, breakdown and a buffer for stragglers. Each person sits for roughly 8–10 minutes. I'll create a schedule with assigned time slots so nobody is waiting around and your office stays productive.

That's the whole point of an on-location session. I use the same lighting setup, backdrop and camera settings for every person, so when the photos go on your site or LinkedIn they look like a cohesive team — not a patchwork of different studios and styles.

My New Hire Program is designed exactly for this. New hires book an individual headshot session at my Sherborn studio on their own schedule at a discounted per-person rate — the same coached corporate headshot in Boston your existing team already has. They get the same professional result, and you get website-ready images within days — no need to coordinate a full team session every time someone joins. For senior leaders who want a more tailored sitting, see executive headshots in Boston.

Yes. I carry $1 million in professional liability insurance through the Professional Photographers of America (PPA) member program, administered by Lockton Affinity, LLC. Before an on-location session I can provide a Certificate of Insurance (COI) naming your company, building, or facility as certificate holder — a requirement many Boston offices, law firms, and commercial buildings have for outside vendors. Just tell me who the certificate holder should be and I'll have it issued ahead of the shoot.

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.

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.

Do: send everyone a wardrobe guide a week ahead (solid colors, dark blazers, no busy patterns); block a realistic schedule so no one's rushed; give me somewhere with about 10 feet of clear space and a power outlet. Don't: let wardrobe go un-coordinated (one person in a T-shirt beside a suit wrecks the set); schedule too little time; or try to mix new photos with old ones shot by someone else — the lighting never matches. The whole point of an on-location team day is that every headshot comes out with identical lighting and framing, so the team page looks like one firm, not a patchwork.

It happens on every team shoot, and it's built into how I work. Anyone who misses the day — or joins the company later — books an individual session at my Sherborn studio through the New Hire Program, at a per-person rate, and I match the lighting and background to your original set so their headshot drops onto the team page looking like it was shot the same day. Your page never has to go stale or mismatched while you wait to redo everyone. See Boston headshots for how the individual session works.

We bring our full studio setup to offices throughout the greater Boston area, including but not limited to Cambridge, Newton, Waltham, Wellesley, Burlington, Framingham and Worcester and beyond.

Here's the rough math: 1 hour setup + (number of people × 9 minutes) + 1 hour for buffer/breakdown. For a 15-person team, plan 3–3.5 hours. For 20 people, plan 4–4.5 hours. For 30+, plan 5–6 hours. I'll build a detailed schedule so you know exactly when each person is needed.

Yes, if they're within 30 minutes of each other. I can do your Financial District office in the morning, and your Seaport location in the afternoon. Each location needs its own 10×10 space and about 2–3 hours. We can coordinate scheduling and travel time.

It works in any space with about 10 feet of clear depth and a power outlet. I've shot in Boston conference rooms, corner offices, building lobbies — even converted kitchens. I bring all the lighting, backdrop and stands. If you can move a table out of the way, we're set.

I send a detailed wardrobe guide a week before the session. For Boston professional services: dark blazers, solid shirts, no bold patterns. I also do a quick wardrobe check with each person before their turn — straightening collars, adjusting ties, flagging anything that won't photograph well. For more details, read What to Wear for Your Headshot Session.

It's a flat location fee for the session plus a per-person rate for each team member photographed. The more people you include, the lower the effective cost per head. Request a quote and I'll put together numbers based on your team size.

Alongside my photography, I spent 35 years as an executive and a decade as a leadership consultant and coach, so I understand what a leadership team is trying to project and how to bring it out consistently across everyone. That perspective shapes how I direct each person in front of the camera. If you want a sense of how I think about teams, read 6 Lessons on Building a Great Team.

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.

You can generate something that looks like a headshot in seconds — but for a team it backfires in ways that matter. AI headshots read as subtly "off" to the people whose trust you're trying to earn (clients, recruits, prospects on your team page), they're inconsistent person-to-person no matter how you prompt them, and they can't photograph the actual human who shows up to the meeting. For a single throwaway avatar, sure. For a team page that's a business-development tool, the small uncanny cues cost you more than the session saves. I photograph your real team, on-location, so everyone matches and everyone looks like themselves on their best day. More on the tradeoff in AI Headshots vs Real 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.

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.

Yes. Any 10×10 space works perfectly — I've shot in corner offices, conference rooms, building lobbies, even converted kitchens. All I need is a clear wall for the background, room for my lights, and a power outlet. If you can move a table out of the way, we're all set.

That works great for team or company photos. I'll shoot several frames with everyone in branded gear, then ask if you'd like LinkedIn variations with jackets or different clothes. You get options for different uses — website vs. LinkedIn vs. annual report.

Yes. For a team spread across locations, I coordinate a schedule that hits multiple offices — a Financial District morning and a Seaport afternoon in one day when they're close, or separate days for offices farther apart — using the same lighting setup at every stop so the whole company looks consistent regardless of where each person sits. For genuinely national leadership teams, I travel; the goal is one cohesive look across every office, so your leadership page reads as a single organization.