Professional Headshots for Business Teams
Business Team Headshots
Getting professional headshots for your team doesn’t have to be complicated or time-consuming. At Darian Drake Photography, we’ve refined a seamless process that makes achieving exceptional results both efficient and enjoyable.
Our on-site headshots in Whitby and across the Durham Region are designed with busy professionals and organizations in mind, allowing your team to be photographed in a familiar, comfortable environment without disrupting the workday.
We bring a fully equipped, high-end studio setup directly to your office, ensuring consistent lighting, clean backgrounds, and a polished, professional look for every team member.
From small businesses to larger corporate teams, we handle every detail—from setup and scheduling to guided posing and expression coaching—so your staff feels confident and looks their best in every image.
Our goal is to create a cohesive and elevated visual identity for your organization while making the experience effortless for you. With our expertise in on-site headshots, you can expect a streamlined process, minimal disruption to your daily routine, and a final collection of refined images that represent your team with professionalism and distinction.
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.
If you’re a business in Whitby or the Durham Region looking for professional, high-quality team photos, I would highly recommend Darian Drake Photography. We’ll definitely be working with him again in the future.
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
Business Team Headshot Pricing
We provide professional on-site headshot photography designed to give your entire team a polished, consistent look across your website, LinkedIn, and marketing materials. Instead of coordinating multiple appointments or sending staff off-site, we bring a full studio setup directly to your office and photograph everyone in one efficient session.
Each team member is guided through simple, natural posing to ensure they look confident and approachable—no experience in front of the camera required. The result is a cohesive set of images that reflects the professionalism of your business and helps build trust with clients from the first impression.
Our process is streamlined to minimize disruption to your workday while delivering high-quality results quickly. Whether you’re updating your team page or elevating your brand image, we make it easy to get professional headshots for your entire staff in one seamless experience.
Starter Team Session
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On-site headshot/portrait session - we come to you so your team does not have to travel.
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1 background - access to our luxe background selection (a selection of premium, hand painted backgrounds crafted by European artisans).
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Professional photography studio set up.
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Receive 2 images back per person for more options across your marketing efforts.
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Get a consistent, professional look across your entire team with studio lighting.
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A combination of headshots; 1/2 body, 3/4 body portraits. *Full body portraits available at additional cost and only available in select backdrops - please contact for more details.
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Photograph your entire team in one efficient session with minimal disruption to your workday.
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Get a private online gallery to review your proofs and download your edited images.
Your Investment: $750
For small teams (typically 2-5 people)
Growing Team Session
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On-site headshot/portrait session - we come to you so your team does not have to travel.
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1 background - access to our luxe background selection (a selection of premium, hand painted backgrounds crafted by European artisans).
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Professional photography studio set up.
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Receive 3 images back per person for more options across your marketing efforts.
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Get a consistent, professional look across your entire team with studio lighting.
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Photograph your entire team in one efficient session with minimal disruption to your workday.
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A combination of headshots; 1/2 body, 3/4 body portraits. *Full body portraits available at additional cost and only available in select backdrops - please contact for more details.
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Get a private online gallery to review your proofs and download your edited images.
Your Investment: $1350
For medium sized growing teams (typically 6-10 people)
Established Team Session
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On-site headshot/portrait session - we come to you so your team does not have to travel.
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1 background - access to our luxe background selection (a selection of premium, hand painted backgrounds crafted by European artisans).
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Professional photography studio set up.
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Receive 4 images back per person for more options across your marketing efforts.
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Get a consistent, professional look across your entire team with studio lighting.
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Photograph your entire team in one efficient session with minimal disruption to your workday.
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Get a private online gallery to review your proofs and download your edited images.
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Professional expression and posture coaching.
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A combination of headshots; 1/2 body, 3/4 body portraits. *Access to full body portraits at no additional cost and only available in select backdrops - please contact for more details.
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Option to purchase additional images.
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Priority editing and return time.
Your Investment: $2400
For large teams (typically 11-20 people)
For Teams of More Than 20
We are happy to accommodate teams of all sizes. Please go to our booking pages and fill out your information - in the questions section, simply provide us some details of your photoshoot, i.e., the number of people being photographed and any other special needs you might have to create the perfect images for your needs.
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 24h with this option! You will be able to view and select your photos immediately after they are taken. - $250
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Get Your Entire Gallery - We will send you your entire gallery with lighting and color corrections done. - $1500
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.