Boston Headshot Photographer

The Executive Photographer.

I catch you in the act of being your best self.

Headshots from someone who actually spent 35 years as an executive and leadership consultant.

Boston Executive & LinkedIn Headshots

Most photographers pose you. A $30 app generates you. I coach you, because I spent 35 years as an executive and leadership consultant, and I know what engages, aligns, and inspires a room. You'll leave with an image that reads as credible, approachable, and unmistakably you, not a computer's polished guess at what you might look like.

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Boston Team Headshots

Coordinating headshots for a team doesn't have to be a production. We bring a full studio setup to your office, photograph everyone efficiently, and deliver a consistent look that holds together across your website, directory, and pitch deck. When your team is spread across multiple offices, or your leadership is distributed nationally, we travel to each location with the same lighting and backdrop, so the whole company still reads as one organization.

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Teams we’ve photographed

  • Bates Communications logo
  • BTS logo
  • Calera Capital logo
  • Cambridge Family Enterprise Group logo
  • FCLT Global logo
  • Intuvie logo
  • Jane Does Well logo
  • OnPoint Surgical logo
  • Outcome Capital logo
  • Pallas Capital Advisors logo
  • PreVeil logo
  • Washington Trust logo

Boston Business Portraits

For speakers, authors, and executives whose work puts them in front of an audience, a standard headshot leaves too much on the table. Business portraits give you a more complete visual story: your presence, your environment, your authority.

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Boston Actor Headshots

Casting directors make decisions in seconds. Your headshot needs to do the casting for them, showing the range of characters you can play before they ever read your résumé. We shoot multiple looks in one session so you walk out with a portfolio, not just a photo.

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Why Damon Bates

  • ✓35 years as a sales and marketing executive and leadership consultant
  • ✓Certified Bates ExPI coach, helping leaders engage, align, and inspire the people around them
  • ✓Trained with Peter Hurley in 2013, among the first headshot photographers in Boston, refreshed 2025
  • ✓MBA, Boston University
  • ✓The only Boston photographer who has been a senior executive
Book

Book

Choose a date, book your session online, and you'll receive a wardrobe and prep guide. No back-and-forth, no waiting on a quote.

Shoot

Shoot

We start with wardrobe, then move into lighting and coaching. I direct every expression and adjustment in real time, and you see the shots on a monitor as we go, so you always know where we are.

Select

Select

We review your shots together before you leave. You choose your favorites, order any additional images you want, and walk out knowing exactly what you're getting.

The Experience

Frequently Asked Questions

What should I wear?

Once you've booked and paid for your session you'll get an email confirmation with wardrobe and accessory guidance. Generally dark and / or neutral colors work best for headshots, though sometimes bright bold colors can be fun for certain applications. Bring a range of wardrobe options and we'll experiment and see what works best for you. Remember though, if it isn't in my studio I can't shoot it!

Does the session include retouching?

Yes, your session and image fees include basic color correction and retouching. This may typically include skin tone adjustments, removal of flyaway hairs and blemishes, lint on clothing, etc. Heavy retouching, which I strongly advise against, may incur an additional fee.

What forms of payment do you accept?

Your session fee, which must be pre-paid upon booking on this site, can be paid with Visa, Master Card, American Express, or PayPal. Additional images may be paid for at the time of your session with the above credit cards, Venmo, PayPal, or cash.

When will I receive my final images?

Retouched images are delivered within 10 business days as high-resolution digital files. You'll get a private online gallery where you can download and share them.

How will you help me look my best?

My entire process is designed to help you look your best! It starts with wardrobe selection, then lighting, posing, and expression. The look I go for is something I call 'approachable confidence.' If you've spent any time at all on my site you probably already have a good idea what that looks like! I'll coach and direct you through our shoot and you'll see your images get better and better throughout our session.

How long does a headshot session take?

A typical individual session runs about 45 to 60 minutes. That includes wardrobe review, lighting setup, and the shoot itself. On a team Headshot Day, each person is photographed in about ten minutes once we're set up.

Where is your studio located?

My studio is in Sherborn, MA, about 30 minutes west of Boston. It's easy to get to from anywhere in the metro area. For team sessions, we come to your office or location anywhere in the greater Boston area.

What other nearby communities do you serve?

My Sherborn studio is convenient to professionals throughout the Metrowest area and greater Boston, including but not limited to Holliston, Hopkinton, Natick, Needham, Wellesley, Weston, Newton, Concord, Lincoln, Brookline, Framingham, Dover, Sudbury, Westwood, Dedham, Milford, and Boston. I also specialize in actor headshots in Boston, Cambridge, and Somerville. For Boston team headshots, we travel to offices in the city and across Cambridge, Wellesley, Newton, Framingham, Waltham, Burlington, Worcester, and beyond.

Can I use my headshot for LinkedIn?

Absolutely. LinkedIn is one of the most common uses for my headshots. The images I deliver are high-resolution and formatted to look sharp on LinkedIn, your company website, speaker bios, and print materials.

What's the difference between a headshot and a business portrait?

A headshot is typically shoulders-up against a clean background, ideal for LinkedIn, company directories, and email signatures. A business portrait is more editorial, often incorporating environment, body language, and more of your personality. I offer both.

How often should I update my headshot?

I recommend updating your headshot every 2 or 3 years, or whenever there's been a significant change in your appearance. If someone meets you in person and can't reconcile you with your photo, it's time for a new one. For more on this, see Natural Light vs. Studio Lighting for Headshots.

Do you travel to offices for team sessions?

Yes. For team sessions we bring the full studio setup to your office or location, and handle all the setup and breakdown. All we need is about 10 feet by 10 feet of clear space and access to a power outlet. We serve Boston, Cambridge, Wellesley, Newton, Framingham, Waltham, and beyond.

What if I'm nervous or don't consider myself photogenic?

You're in good company. Most of my clients feel exactly this way when they walk in. Coaching you through the process 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.

Can I bring multiple outfits?

Yes, please do! I encourage you to bring 3 to 5 options. We'll review them together at the start of the session and choose the ones that work best on camera. Variety gives us more to work with.

How many final images do I receive?

Your session includes one fully retouched, high-resolution image. Many clients end up wanting 2 to 4 additional images to suit different professional and personal applications, 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 Clients Say

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“We provide professional services to high net worth clients and image is important for our website. Damon's photo sessions are professional, detail oriented yet efficient; he captures the very best of his subjects. We will use Damon again!”

Anna Sereiko, Chief Administrative Officer, Cambridge Family Enterprise Group

“Damon made me feel comfortable and I really could see the difference between shots, he was really focused on the micro expressions. He really pulled the rabbit from the hat! He went above and beyond my expectations and the results are stunning!!!”

Jorge A.

“Damon was a true pleasure to work with. The shoot was swift, professional, friendly, and it delivered way past our expectations. We would happily go back to Damon if we needed additional photos, and would highly recommend him!!!!”

Mona I., Stairhopper Movers, Boston, MA

“Damon is a true professional and I could not be happier with the results. He is uniquely gifted as a photographer (with superb artistic and technical skills) and he made the photo session interesting and fun. I recommend him without reservation.”

Tim F.

About Damon

Photography is the family business. Three generations: my grandfather with the 82nd Airborne in WWII, my father, who ran the Macy's photo studio, and me. In addition to being a photographer, I've also spent 35 years as a sales and marketing executive and leadership consultant.

That background changes everything about how I work. I spent those years reading how people present themselves: what reads as approachable versus closed, what makes someone look credible versus just well-dressed. I bring that into every session. I'm after more than a technically correct exposure. I'm looking for the version of you that your clients, colleagues, and hiring managers will respond to.

Most clients tell me afterward that the coaching was the part they didn't expect, and the part that made the difference.

My studio is in Sherborn, MA, an easy drive for executives and professionals across Greater Boston and MetroWest.