Executive Headshots in Boston
The only Boston headshot photographer who spent 35 years as a corporate executive.



Headshots Built for the C-Suite
Most headshot photographers can take a sharp, well-lit photo. I can do that — and I can also tell you exactly why your posture is signaling something you don't intend, or why your expression reads as guarded rather than confident, or how a two-degree change in chin angle changes what the camera sees. That's not photography knowledge. That's 35 years of sitting across from executives, coaching them on presence, and watching how confidence actually reads in a room.
My background as a corporate executive and certified executive coach is the reason sessions here produce superior results for executives than a standard headshot studio does. I've been in the chair my clients sit in. I know what boards look for. I know what a LinkedIn photo is supposed to communicate to a search committee or a board chair. The difference is that I understand what presence actually is — how behavior, bearing, and the way someone carries themselves gets read by other people. That's what executive coaching is. And it's exactly what determines whether a headshot works.
My studio is in Sherborn, about 30 minutes west of Boston. Sessions are private, unhurried, and built around getting you the one image — or two or three — that actually represents how you carry yourself at your best. Not a stock-photo smile. Not a forced formal pose. The version of you that walks into the room, owns it, and connects — before you say a word.
I work with C-suite executives, managing directors, partners, and senior professionals across industries — finance, law, consulting, healthcare, technology, and beyond. Many clients come through referrals from other executives who noticed a difference in their headshot results and wanted to know who photographed them.
Getting Here from Boston
Take the Mass Pike (I-90) west to Route 16 south — about 30 minutes from downtown Boston to the studio in Sherborn.
Drive time: 30 minutes
Services
- ✓C-Suite & Board-Level Headshots
- ✓LinkedIn Executive Portraits
- ✓Speaker & Conference Bios
- ✓Annual Report Portraits
- ✓Company Website & Brand Headshots
- ✓Executive Presence Coaching During Session
What Clients Say

“Damon has the rare ability to master the technical while keeping the experience intimate. He immediately knew how to optimize my look — from wardrobe to lights to positioning. Everyone in my network is complimenting me on my new headshot.”
David D.

“Amazing experience with Damon. He draws you out in a very subtle and effective way that can only come from years of experience. His work has already had great impacts on my career.”
Paul C.