Professional Headshots in Greater Boston That Help You Make a Strong First Impression

When someone lands on your website, LinkedIn profile, or portfolio, your headshot is one of the first things they notice. A great headshot is more than a nice photo—it's your personal brand, your first impression, and often your introduction before you ever say a word.

I’m Cheryl Clegg, a professional photographer based in Waltham, and I specialize in creating headshots for individuals and businesses throughout Greater Boston. If you're looking for a headshot that feels authentic, polished, and professional, I’d love to work with you.

What You Can Expect from a Session with Me

Whether you prefer to shoot in my Waltham studio or at your office, I’ll guide you through the entire process. I help with everything—what to wear, how to pose, and how to relax in front of the camera. My sessions are collaborative and low-pressure, with one goal in mind: to create a headshot that reflects you at your best.

Here’s what I offer:

• In-studio sessions in Waltham with controlled lighting and professional backdrops

• On-location headshots at your office or outdoors for a more natural, lifestyle feel

• Quick turnaround on edited, high-resolution images

• Guidance on expression and posing to ensure you look confident and approachable

• Options for team headshots and company-wide photo sessions

Headshots That Work for Any Industry

I’ve photographed professionals from all walks of life—tech leaders, lawyers, realtors, artists, small business owners, and students entering the job market. Your headshot should reflect who you are and the story you're telling. I’ll help you craft an image that’s aligned with your industry and personal style.

Why Work with Me?

I’ve been behind the camera for over two decades, and I understand how important it is to feel comfortable and confident during your session. My clients appreciate the personal attention, relaxed environment, and professional results that they can use across all their platforms—from websites and email signatures to social media and press features.

If you're searching for the best headshot photographer in Greater Boston, I’d be honored to help you capture the look that opens doors.

Let’s Connect

📍 Studio Location: Waltham, MA
📧 Email:cherylcleggphoto@verizon.net
📞 Call or Text: 617-268-2266
🌐 View portfolio & book online: cleggphoto.com