Team Headshots
Make Your Team's First Impression Count
Follow the quick steps below to get started.
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For more than five years, Darian Drake Photography has been the trusted choice for professional team headshots throughout Durham Region and Peterborough. Our team headshot service has become our most requested offering thanks to a streamlined, efficient process that makes updating your team's professional image simple and stress-free.
Businesses consistently tell us how impressed they are with the speed, convenience, and quality of the experience. Whether you're photographing a small team or an entire organization, our scalable pricing structure rewards larger groups with lower per-person rates, making professional headshots both accessible and cost-effective.
From team directories and company websites to marketing campaigns and social media, we help organizations present a polished, professional image that builds credibility and strengthens their brand. Contact us today to learn how we can help showcase your team at its very best.
STEP 1: Select Your On-Location Service
One Look Session
This session typically photographs 12 team members per hour and includes professional coaching on expression and posture to help you look confident and approachable.
These sessions are designed to provide employers with a cohesive set of images of their team. Employers may choose whether they want the images to be a headshot, half-body, three-quarter-body portrait, or full-body portraits. In addition, you will have access to our entire catalogue of studio backdrops to select the perfect one to represent your team. Images may also be taken without a studio backdrop either indoors or outside.
The session includes two professionally edited images delivered as high-resolution JPEG files, along with a private online gallery where your team can review, select, and receive their final images. Additional images may also be purchased if desired.
Multi-Look Session
This session typically photographs 6 team members per hour and includes professional coaching on expression and posture to help you look confident and approachable.
These sessions are designed to provide employers with a greater visual variety of images of their team and is perfect for more complex marketing needs. Employers may choose whether they want the images to be a headshot, half-body, three-quarter-body portrait, or full-body portraits. In addition, you will have access to our entire catalogue of studio backdrops to select the perfect set of backdrops for your marketing needs.
The session includes two professionally edited images per backdrop selected delivered as high-resolution JPEG files, along with a private online gallery where your team can review, select, and receive their final images. Additional images may also be purchased if desired.
Add Ons
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Additional Edited Images - $50
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Priority Editing (Receive your images within 24 hours of selection) - $20/image
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Logo Overlay (Place your logo on your images) - $10/image
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Additional Backgrounds (Need more diversity? Adding more backgrounds gives you lots of variety to use across your marketing efforts. Select this option for your entire team or a lucky few. Each additional background comes with 2 additional edited headshots/portraits.) - $100/person
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Live Image Selection Station - Get your team's images back within 24-48h with this option! You will be able to view and select your photos immediately after they are taken. - $300
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Get Your Entire Gallery - We will send you your entire gallery with lighting and color corrections done. - $1500
Step 2: Get A Free Custom Quote
What People Are Saying
As a business owner, I can’t say enough great things about our experience with Darian Drake Photography. We recently had professional headshots done for our entire team, and the process was smooth from start to finish.
Leigha Porter
Our team had an excellent experience from start to finish. Darian was professional, efficient, and delivered high-quality headshots that represent our organization beautifully.
D.M. Wills Associates
Darian is very professional, worked around our teams schedule and had our pictures to us very quickly. Would highly recommend for all of your photography needs.
Starks Barbershop
Meet Your Photographer
With over five years of experience behind the lens, I’m a passionate photographer who truly loves connecting with people and capturing their best moments. As a proud family man, I spend my time supporting my wife and two kids, while also enjoying everything my community has to offer in Whitby. You’ll often find me stopping by Village Bake Shop for a great German soft pretzel.
I’m known for being outgoing, approachable, and easy to work with—someone who enjoys a good conversation as much as creating stunning headshots and portraits. Photography isn’t just my career, it’s something I genuinely love, and that energy shows in every session.
Do You Do Headshots for Individuals?
Definitely! We provide a convenient on site service for teams of one who want to create consistent, professional imagery for LinkedIn, website, marketing, and various other needs. We even have a variety of packages to select from, so be sure to click below to check it out.
Can You Replicate Our Current Aesthetic?
Many organizations already have established headshots that align with their brand identity, yet are seeking a trusted new photography partner in Whitby and across the Durham Region. We specialize in seamlessly maintaining that visual consistency. By carefully analyzing your existing images—or any reference style you provide—we are able to replicate the lighting, composition, and overall aesthetic with precision.
Our process ensures your team’s headshots remain cohesive, regardless of when or where they were captured. We can deliver images in any required format, crop, or specification, making integration with your current materials effortless. The result is a unified, professional appearance that reflects your brand without interruption.
Our Service Area
Our services are done on site, saving you the hassle of coming to a studio. We are proud to serve Whitby and the rest of the Durham Region as well as Peterborough and all surrounding areas. If you need high end photography brought to you, but are outside our stated service area, please contact us. We are often willing to accommodate those outside our area.