HEADSHOT PORTFOLIO

Boston Headshot Photographer: Business & Acting

Your headshot is your digital handshake. Whether you are a corporate executive looking to upgrade your LinkedIn profile, or an actor needing to catch a casting director’s eye, a professional headshot is the most important investment you can make in your personal brand.

I bring over 18 years of experience to my South End studio, creating a relaxed environment where we capture the best version of you.

Why Professional Headshots Matter

  • First Impressions: In the digital age, your headshot is often your first handshake. A selfie or cropped wedding photo doesn't convey the professionalism you deserve.
  • For Actors: Casting directors see hundreds of faces daily. We focus on capturing genuine expressions so you don't look "stiff" or "posed," ensuring you look castable.
  • For Business: Whether you are in finance, law, or tech, your image defines your personal brand. We ensure the lighting and style match your specific industry standards

Business & Corporate Headshots

Professional Photography can elevate your professional brand for LinkedIn, social media and company websites. It also builds trust and credibility for your brand while showing attention to detail, helping your business stand out from your competitors.

I provide corporate headshot photography that balances professionalism with approachability. We can shoot in my studio, outside, or I can bring the lighting to your office for your entire team.

Acting Headshots

This is the most important business investment for any actor. With an amazing headshot, you will go further than an actor with a so-so or self-taken photo. Casting directors need to see the real you.

As an experienced acting headshot photographer, I focus on capturing range, expression, and character. We’ll ensure your headshot pops on casting sites and leaves a lasting impression.

The Studio Experience

I hate having my picture taken." I hear this almost every day. My goal is to change that. Located at 460 Harrison Ave in Boston, my studio is a professional yet casual space. My approach is simple: we talk. We discuss what the headshot is for, we look at your outfits, and we build a rapport before the camera even clicks. This connection is the secret to a genuine expression that doesn't look "stiff" or "posed."

Common Questions About Headshots

What should I wear for a business headshot?

Business Headshots

A corporate headshot should be a clean, clear image that represents who you are. For business headshots you want to think about your profession and how it is represented. For example, lawyers and finance generally are more dressed up with a suit jacket or a blazer over a solid shirt. If you work in tech, it is more laid back and a button up shirt, blouse or a sweater works great. Solid colors or small print patterns.  The general rule, solid colors work best and avoid distracting patterns. Remember you want to be the focus of your headshot and not your clothes. They should enhance but not take away from you. 

What should I wear for a acting headshot?

Acting Headshots

As an actor it’s vital that your headshots are professional and representative of your looks, talent, and charisma.

For actors you should bring color. You want your headshot to stand out and solid colors will help you do this.  When choosing your clothing choose items that make you look good. Choose flattering colors. Jewel tones work best. You want to avoid white and pastels or anything that washes you out. Lots of agents will also tell you not to wear black.

The general rule, make yourself stand out in your headshot with solid colors.

If you are in doubt with what you should wear for your headshot, bring several items and I am happy to help you with what works best. If you already know what you want to wear that is great to. It is your headshot after all.

How should I prepare for my headshots?

Before your session you should make sure you are drinking plenty of water several days before your shoot to make sure your skin is not dry. Also decide if you would like to have a professional make-up and hair artist or if you would like to do it yourself. We can always book this service for you in advance.

You should also make sure that your clothes have been steamed or ironed prior to your session. Also make sure you allow yourself enough time to get to the session. Stressed and sweaty is not a great way to start your shoot. Better early than late. If we are done with the shoot prior to you, we are happy to take you earlier. But give yourself extra time just in case.

Final thoughts, your headshot represents you, giving people a brief insight on who you are without words. It is also important to keep your headshot up to date. Let’s face it we all change and as we change our headshots should to. We would all love to use a photo from when we were younger, but it is unrealistic. Updating your headshot makes it so people can easily recognize you, in business, in person or on a job. A general rule a headshot should be updated when there is a change in our appearance or every 2 years as we age.

Still need help deciding which package is right for you? Need more headshots than the onion package options we can customize one for you. 
Give us a call or send us an email.

Headshot Packages

HEADSHOT BASIC PACKAGE

$300

  • One look/outfit session, studio only.
  • 2 High Res images 
  • Unlimited usage rights for self-promotion and personal use 
  • Password protected onlinegGallery for 6 months
  • This package is eligible for 3 business day return time 

HEADSHOT CLASSIC

$375

  • One look/outfit session, choice of outside or studio
  • All final High Res images
  • Unlimited usage rights for self-promotion or personal use
  • Password protected online gallery for 6 months
  • This package is eligible for 3 business day return time 

HEADSHOT DELUXE PACKAGE

$475

  • Two look/outfit session, choice of  studio or outside 
  • All final High Res Images
  • Unlimited usage rights for self-promotion and personal use
  • Password protected online gallery for 6 months

BUSINESS / COMMERCIAL  PACKAGE

Inquire for pricing

  • Quarter Day option (up to 2 hours)
  • Half Day option (up to 4 hours)
  • Full Day option (up to 8 hours)
  • Include all  final high-res images
  • Usage rights included for web, personal and promotional use
  • Password protected online gallery for 6 months
  • Options with or without retouching available for more flexibility 
  • Includes travel up to 25 miles (excluding parking charges if applicable)

SESSION ADD-ONS

Classic Retouching  $45 per image (Skin clean up, fly away hairs, whitening of teeth, eye enhancement)

 Extensive Retouching  $65 per image (Anything that is not listed on the classic option)

Digitals: $75 Add to any modeling package (These are not available  separately). 

Make-up/Hair
Rates range from $250-$350 on all packages except All Half Day Packages or Full Day, which have special rates.

Rush option
$150 Available on select packages. 2 business days. Standard image return is 7-10 days.

Google Reviews

Kevin Day Photography place picture
5.0
Based on 140 reviews
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David Vaughn profile picture
David Vaughn
15:53 12 Feb 26
I did a photo shoot with Kevin and he was so great to work with. His level of professionalism and his ability to make me relaxed and comfortable throughout the process was great! I will be sure to use him more in the future as well as recommend him to others! So happy with the outcome!
J O profile picture
J O
20:51 04 Feb 26
I can’t say enough good things about Kevin! From the second I reached out, Kevin was committed to our session. He photographed my 10 year olds portfolio and she had a blast! His studio is in a beautiful part of Boston with plenty of parking. He helped select outfits and played music to bring my child’s personality out. 10/10 recommend! We cannot wait until our next session Kevin! Thank you!
N W profile picture
N W
14:22 05 Dec 25
Kevin Day Photography is truly exceptional. From the moment we arrived, Kevin’s warm and personable approach put Ella at ease! She was instantly comfortable, happy, and fully engaged in the process. What impressed us even more was his skill and care in photographing biracial skin tones, something many photographers struggle with. Kevin clearly understands light, depth, and nuance, and it shows in every image.

It’s evident that he is deeply committed to studying and perfecting his craft. The final photos absolutely blew us away. Ella’s personality shines through each shot so beautifully. Kevin captured her spirit, not just her image. We could not be more thrilled with the experience and the results. Highly, highly recommend!
Kimberly Masterson profile picture
Kimberly Masterson
14:09 21 Oct 25
Kevin was Amazing! My two young daughter decided they wanted to get into modeling (age 12 & 8) and we had no idea where to begin. After researching photographer we decided to go with Kevin Day Photography and it was best decision we could of made! Kevin was absolutely amazing with both my girls. He was encouraging, patient and gave us all the information we needed as beginners getting into the modeling world. I just got their pictures back and I was blown away! They are absolutely perfect and even if we don't end up modeling these are photos that we will cherish forever!! Just book with Kevin Day Photography...no need to go anywhere else! He is the best!!
valentyna cooper profile picture
valentyna cooper
19:48 31 May 25
I wrote this review to express my sincere gratitude for the absolutely incredible job Kevin did with my headshots. From the moment we started the shoot, his energy was so warm, fun, and easygoing -- it truly matched mine and my moms perfectly! He made the whole experience casual and exciting at the same time, and I couldn't have asked for a better vibe.  And the photos... wow. I genuinely have never felt so confident looking at pictures of myself! I am honestly blown away. I've already received so many compliments from family, and I am so proud and excited I get to use them for my career! Kevin is not only an amazing photographer but is also such a joy to work with. I will be using him from now on and recommending him to everyone I know!
Christina profile picture
Christina
13:26 02 May 25
My daughter had a photoshoot with Kevin and he was amazing to work with.
From the very beginning he made her feel comfortable. Kevin has a natural talent for bringing out genuine expressions and he captured my daughter's personality perfectly.

The final photos exceeded our expectations. I highly recommend him to anyone looking for a photographer who connects well with teens and delivers high-quality, meaningful images.
Patricia McDonald profile picture
Patricia McDonald
19:53 01 May 25
I had the pleasure of working with Kevin on a headshot mini session, and it was an incredible experience. As someone who's just getting started in modeling and acting, I’ve been following his work for a while—he consistently collaborates with top talent across New England, and his portfolio speaks for itself. Kevin is not only exceptionally talented, but also warm, genuine, and hilarious, which made the shoot relaxed and so much fun. He instantly put me at ease and captured some fantastic shots. I truly hope to work with him again in the future!
Angelo C profile picture
Angelo C
00:37 09 Jan 25
Amazing experience, very welcoming environment Kevin himself was very helpful and the photos came out great!
Amanda Venezia profile picture
Amanda Venezia
20:42 20 Sep 24
Love love loved working with Kevin. He took beautiful photos of my 11 year old daughter and was so kind. Not only is his work just lovely. He is also very communicative and timely. We will be working with him for many years to come.
Nina Brehm profile picture
Nina Brehm
10:31 21 Jun 24
If you’re looking for a fashion photographer for kids this is your guy!! Kevin made my 5 year olds photoshoot so fun, it was such a great experience and the photos are perfect!!
Ginny k profile picture
Ginny k
20:56 03 Apr 24
Kevin is amazing to work with! We’ve been to Kevin twice for portfolio pictures for my 15 year old daughter. Both times she had a great time with lots of smiles and laughs. Kevin is very knowledgeable, and patient about finding the right spot to shoot in, along with different angles and poses etc. He’s made the photo shoots very comfortable and so fun! Not to mention the amazing variety of pictures that came out of both of her shoots! Thank you Kevin for all that you’ve done for my daughter. We will definitely be seeing you again soon! I would highly recommend Kevin Day!!
Erica Gulaeff profile picture
Erica Gulaeff
19:02 21 Mar 24
In the realm of arts Kevin is a wizard with his camera. I was extremely nervous, but as soon as I arrived at the studio, He and His crew put at easy. His studio has a peaceful, pleasant and family atmosphere. I can guaranty a 1000% that you will never find someone like Him, competent, friendly , super professional and willing to help every step of the way. It was one of the best experience that I had in my life.
Antonietta Brownell profile picture
Antonietta Brownell
14:36 10 Mar 24
I have know Kevin for 13 years now . I visit Kevin once a month. As a model, and an influencer , Kevin is creative and flexible and does the best job with lighting . As a model you can understand I have shot with so many photographers and I always go back to him because honestly he’s the best. My kids are also actors and models and we go several times a year for updates and his work has helped them get work . We also do our annual family holiday cards and it’s always so much fun.
Beth Mccusker profile picture
Beth Mccusker
20:25 01 Mar 24
I love Kevin, he’s is always so inviting and fun to work with. He makes you feel so comfortable. I wouldn’t go to anyone else for any photos or headshots. I recommend him to everyone!
Chaya Murthy profile picture
Chaya Murthy
01:15 25 Feb 24
I have known Kevin since 2014 and I just dont have words to describe his work.Kevin's work is superb and he is extremely friendly and his work is magical and everyone who see's the pictures says OMG,you look gorgeous or wonderful-I say its Kevin's hard work and I have loved working with him and would continue to do so.

Best,
Chaya
Jasmine Stevens profile picture
Jasmine Stevens
00:07 24 Feb 24
For the past two years Kevin Day has been my photographer! The ambiance here is always inviting and comfortable. He works with you to make sure you get the best pictures. Always pleasant and very professional. I would definitely recommend Kevin Day Photography.
Joe Gracie profile picture
Joe Gracie
21:02 23 Feb 24
Misty Boutin profile picture
Misty Boutin
02:50 24 Jan 24
My daughter Payton and I are small town Vermont girls. I don't venture out often. I have no idea about anything fashion, but my daughter LOVES it. So for Chriatmas I booked a photoshoot with Kevin to work on her modeling portfolio. Super out of both our comfort zones. However, Kevin was super responsive right from the start, made my daughter feel so comfortable, he was personable and easy to talk with. We had a great experiance from start to finish! Thanks Kevin!
Patsy Kenney profile picture
Patsy Kenney
15:57 27 Nov 23
I recently hired Kevin to help me elevate my portfolio, and I cannot say enough good things! If you're looking for a great studio vibe, a great time on set, and too many great shots to choose from, Kevin Day Photography is where it's at.
Derick Sizemore profile picture
Derick Sizemore
19:23 09 May 23
Kevin and his team did a truly remarkable job capturing me. I was so impressed with his professional abilities, knowledge of Boston, and making me feel at ease during the shoot. Portrait photography is an investment, and I strongly recommend you consider Kevin when you are ready to have amazing images!
change world profile picture
change world
13:33 05 May 23
Kevin was so much fun to work with and his shots, especially with the angles were phenomenal! Kevin knows all the right areas to take the best photos that will truly have you stand out and becoming something really special to gaze at. His energy is outstanding and overall an amazing photographer. I highly recommend you book your session with Kevin Day Photography!
Brian McDonald profile picture
Brian McDonald
13:48 19 Apr 23
I can honestly say it’s the first headshot session I’ve done where I love the entire album, so many great choices! Kevin really captured my truthful personality like I hadn’t seen before.

The atmosphere is relaxed, fun, and comfortable. You’ll have a genuine big smile in the photos because it’s real emotion!

Definitely feel like I just improved my marketability as an actor with these shots.

Very grateful to Kevin and his team. Got exactly what I wanted.

- Brian (SAG-AFTRA Actor)
Michael Saccone profile picture
Michael Saccone
19:12 06 Sep 22
Highly recommend!! He took so much time selecting the right outfits and consulting with his hair and make up person to select the right color scheme for headshots. He also took so much care and effort in selecting the right background for the indoor part of the session. The environment was so relaxed and friendly as well. I would definitely, without question, recommend Kevin Day to anyone looking for a photoshoot.
Coleen Milley profile picture
Coleen Milley
15:07 02 Dec 21
Kevin's talent for photography is so exceptional, I'm a repeat customer! He has a killer work ethic, a great eye for detail, and is so personable and warm...you feel comfortable immediately upon walking into his studio. He travels, rearranges his studio, has great taste in music...it's a phenomenal experience working with him, and I highly recommend! His finished product is amazing...he just takes incredible photos!