Headshot Pricing
Professional Headshots in San Diego That Capture the Real You
I work with clients who know their image matters—people who want more than just a quick snapshot. They’re looking for something authentic, refined, and powerful enough to open doors—whether that means attracting clients, landing roles, or elevating their personal brand.
As a San Diego headshot photographer, I’ve designed my sessions as a guided experience from start to finish. You’ll get expert direction, relaxed coaching, and high-end retouching, so your final images feel polished yet true to you. Generic photos won’t cut it anymore—your headshot is often the first impression, and together we’ll make sure it’s a strong one.
My pricing is built to deliver exceptional value: a personalized, stress-free experience with professional results you’ll be proud to share. For businesses and teams, I also offer group rates to make it seamless and cost-effective to update your staff’s professional profiles.
Elevate Your Image with a Headshot That Feels Like You
Your headshot should capture more than how you look—it should reflect your presence, personality, and the confidence you bring into every room. With a blend of professional posing guidance, expression coaching, and a relaxed studio environment, I create business headshots that feel approachable, powerful, and uniquely yours.
Whether you’re stepping into new opportunities, leveling up in your career, or representing your brand, my goal is simple: to help you show up as your best self—with professional headshots that feel authentic, elevate your brand, and make people want to know you before you even say a word.
Why Choose Cary Pennington for Your Next Session
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Expertise with a Personal Touch: Relax and enjoy a session that’s fun, guided, and designed to bring out your best.
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Tailored to You: From wardrobe guidance to facial expression coaching, every detail is customized to reflect your personality and goals.
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Top-Notch Quality: Using state-of-the-art equipment and techniques, Cary delivers stunning, high-quality images every time.
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Speedy Delivery: Receive your beautifully edited headshots quickly, so you can start making an impact right away.
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Exceptional Value: Professional headshots that look premium without breaking the bank.
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Comprehensive Prep & Guidance: With Cary’s detailed prep guide and expert posing advice, you’ll look confident and natural in every shot.
Tailor Your Headshot Experience
Your headshot session is designed to capture the real you—but sometimes, adding a few thoughtful touches can take it to the next level. Optional enhancements are available to ensure your images feel every bit as polished and professional as you do, including:
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Additional looks or full-length portraits
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Professional hair & makeup styling
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Advanced retouching such as teeth whitening or background refinement
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Priority turnaround or extra image copies
Together, we’ll customize your session so every detail aligns with your vision, giving you headshots that feel elevated, authentic, and completely yours.
Headshot Session Options
ENVIROMENTAL HEADSHOTS
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20 minute quick 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
$ 215
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
$ 245
THE SignaTURE Studio HEADSHOTS
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A personalized session with no time limits — tailored entirely to you
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Multiple wardrobe changes to showcase your best looks
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Variety of professional backdrops
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Professional direction in posing and expression
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On-site image review so you leave knowing you’ve nailed it
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Master-level retouching for a polished yet natural finish
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One fully retouched digital headshot included
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Additional retouched headshots with full usage rights: $75 each
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Final images delivered promptly within 3 business days
Per Person
$ 345
Headshots for Professionals, Teams, and Personal Brands
Individual Headshots
A professional headshot is more than just a photo—it’s your brand’s first handshake. As a San Diego headshot photographer, I create professional business headshots that help clients, colleagues, and potential employers feel connected before you even meet. From LinkedIn to business cards, social media, and resumes, your headshot should convey confidence, authenticity, and professionalism.
Corporate & Team Headshots
Transform your team’s image with polished corporate headshots that help your clients connect with your staff and reinforce your brand’s credibility. Whether it’s a small team or an entire company, I create a cohesive, professional look across your website, marketing materials, and social profiles.
Custom Packages for Your Brand
Every business has unique needs. I work closely with you to create tailored headshot packages that align with your brand’s vision—from location scouting to styling guidance. Every detail is carefully planned to ensure your team looks their best and your business is represented professionally.
On-Location Headshots
To make things simple, I bring a professional studio to you. On-location sessions minimize disruption to your workday and help your team feel relaxed, confident, and ready to shine.
Get a Quote Today
Ready to elevate your individual or corporate image? Let’s create San Diego professional headshots that make a lasting impression. Contact me today for a personalized quote and let’s make your team look their best!
HEADSHOT PHOTOGRAPHY FAQ'S
Your Headshot Questions, Answered
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For even more guidance on preparing for your session, visit the complete Headshot FAQ page.