SAN DIEGO HEADSHOT Pricing
I work with clients who know their image matters—people who want more than just a headshot. They want something that feels authentic, stands out, and helps open doors to new opportunities, whether that’s landing clients, booking roles, or elevating their personal brand.
What I offer goes beyond a quick photo. It’s a personalized experience designed to bring out your best—because your headshot should reflect who you are and where you're headed.
Outdated or generic images won’t cut it anymore. Your headshot is often the first impression... let’s make it a powerful one.
ENVIROMENTAL HEADSHOTS

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20 minute outdoor session
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One outfit/look
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1 Retouched high-res digital image
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Headshot preparation and style guide
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Professional guidance and posing
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Wardrobe consultation
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Facial expression coaching
Per Person
$ 225
STUDIO HEADSHOTS

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30 minute studio session
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One outfit/look
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1 Retouched high-res digital image
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Headshot preparation and style guide
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Professional guidance and posing
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Wardrobe consultation
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Facial expression coaching
Per Person
$ 275
BEST of Both
Outdoor & Studio
Fast, polished, and professional—ideal for LinkedIn, online profiles, residency applications, business websites.
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60 min (30 mins studio, 30 mins outdoors)
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Two outfit/looks
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4 Retouched high-res digital images
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Headshot preparation and style guide
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Professional guidance and posing
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Wardrobe consultation
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Facial expression coaching
Per Person
$ 375
Elevate Your Image with a Headshot That Feels Like You
Your headshot should do more than check a box—it should say something. It should capture your energy, your confidence, your professionalism… without looking stiff or over-posed. Whether you're building a personal brand, leveling up in your career, or stepping into something new. As a San Diego professional headshot photographer, I'm here to help you show up as your best self—with images that feel authentic and make people want to learn more.
HEADSHOT UPGRADES
Now you can add additional services to your headshot package.
Need an additional look?
Want to add a co-worker or partner?
Need a quick turn around?
Extra editing?
It's all list to the right
PHOTO DAY
Additional looks - $35
Additional Photo - $25
Additional person - $150
Full length portrait - $50
Group (up to 10 people) - $175
Hair & Make-up - upon request
EDITING
Additional Retouch - $25 per photo
Teeth whiting - $15 per photo
Remove background - $30 per photo
Delivery
Next Day turnaround - $50
Low-res copy of the rest of images for additional - $25
HEADSHOT PRICING
CORPORATE TEAM and STAFF HEADSHOTS
Transform Your Corporate Image with Professional Team Headshots!
In today’s business world, first impressions are everything. Professional headshots allow your
customers to connect with your team before they even meet them, adding value and professionalism
to your brand. High-quality business headshots on your website, business cards, social media profiles,
and even resumes make a confident and lasting first impression.
Tailored Packages for Your Brand
Understanding that every business has unique needs, I offer customized photography packages that align perfectly with your brand's vision and goals. Whether you need headshots for a small team or an entire company, I'll work closely with you to create a package that fits your requirements and budget. From location scouting to styling advice, every detail is tailored to ensure your brand is represented in the best possible light.
On-Location Convenience
To make the process even smoother, I offer on-location photography services. This means I come
to you, setting up a professional studio right at your office or chosen location. This minimizes disruption
to your workday and ensures your team feels comfortable and confident in their own environment.
Get a Quote Today
Ready to elevate your corporate image? Let's discuss how we can create a powerful visual impact
for your brand. Contact me today for a personalized quote and let's make your team look their best!
Remember, a professional headshot is more than just a photo – it's your brand's first handshake.
Let’s make it a memorable one!
Professional business head shots are a great way to let your customers see and feel connected before you even meet them. In addition they add a sense of value and professionalism to your website, business cards, social media profiles, and even resumes. Nothing but high quality business head shots that will help you make a confident and professional first impression.
HEADSHOT - FAQ'S
PERSONAL BRANDING PRICING
Lifestyle Approach
Personal branding photos are a great way to let your customers see and feel connected before you even meet them. In addition they add a sense of value and professionalism to your website, business cards, social media profiles, and even resumes. Nothing but high quality business head shots that will help you make a confident and professional first impression.
MINI BRANDING SESSION
ENOUGH TO GET YOU STARTED
Planning/Strategy Call
60 Minute Photo Session
2 Looks
1 Location
10 edited hi-res images
Full usage and printing rights
STANDARD BRANDING SESSION
MOST POPULAR
Planning/Strategy Call
2 Hours Photo Session
4 Looks
2 Locations
30 edited hi-res images
Full usage and printing rights
ADDITIONALS
Additional packages available
upon requests, starting at $1200, which includes up to
2 hours of coverage and
3-5 looks and 100 images
Additional looks - $75
Additional person - $150
Why Choose Cary Pennington for Your
NEXT PHOTO SESSION?
Expertise with a Personal Touch: Cary's experience in headshot photography ensures you feel at ease and look your absolute best. Plus, sessions are fun and relaxed!
Tailored to You: Cary takes the time to understand your goals and preferences, creating headshots that are as unique as you are.
Top-Notch Quality: Using state-of-the-art equipment and meticulous techniques, Cary guarantees stunning, high-quality images every time.
Speedy Delivery: Time is precious. You'll get your beautifully edited headshots quickly, so you can start making an impact right away.
Affordable Excellence: Professional headshots shouldn’t cost a fortune. Cary offers competitive pricing to fit any budget.
Comprehensive Prep-Guide & Professional Posing: Cary provides a detailed prep-guide and expert posing advice to ensure you look your best.
Wardrobe Consultation: Cary helps you select the perfect outfit to complement your look and purpose.
Facial Expression Coaching: Cary's coaching will bring out your best expressions, making your headshot truly captivating.