Headshot INVESTMENT
Professional headshots that elevate your brand, your confidence, and the opportunities coming your way.
You’re not just booking a photo—you’re investing in the way people meet you. The right headshot feels like you on your best day: open, confident, approachable, and ready for what’s next.
I guide you through every moment so nothing feels awkward or uncertain. From expression coaching to natural posing and the small adjustments most people never notice, I make the process easy—even if you’ve never liked being in front of a camera.
And because this is your image, your reputation, your story, you only invest in the images you truly love. No pressure. No bundles you don’t need. Just a personalized experience and professional results you’ll feel proud to put out into the world.
This is more than a session.
It’s your first impression—done right.
WHAT EVERY SESSION INCLUDES
(This applies to Signature, Brand Builder, and Full Brand Experience — the premium experience packages)
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Expert posing + expression coaching so you look confident and natural
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Pre-session prep + style guide so you arrive feeling ready and relaxed
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Live image review so you choose the photos you love with zero guesswork
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Master retouching: 1 fully retouched image included (additional images $75 each)
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Fast turnaround: Final images delivered in 3–5 business days
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No time limits — a relaxed, personalized session at your own pace
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Multiple wardrobe changes for variety and different looks
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Professional studio backdrops tailored to the style you want
THE CLASSIC HEADSHOT SESSION
$ 245
A quick, guided session that captures your confident, approachable, and authentic self.
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30-minute studio session designed for efficiency and great results
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One outfit/look to keep things simple and focused
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One retouched high-resolution image included (additional images $75 each)
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Headshot prep + style guide so you know exactly what to wear
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Professional posing and direction for natural, confident expressions
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Wardrobe consultation to help your outfit photograph its best
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Facial expression coaching so you look approachable and authentic
Ideal if you want a fresh, confident headshot with a quick, streamlined session.
Perfect for busy professionals who need results without sacrificing quality.
THE SIGNATURE HEADSHOT EXPERIENCE
$ 345
A fully guided, no-rush session that captures your most confident, natural, and professional self.
Includes everything above + 1 retouched image
Additional 2-3 outfit changes
Additional images: $75 each
Perfect for professionals who want a headshot that reflects their true self, opens doors effortlessly, and leaves a lasting impression.
Brand Builder Session
$ 650
More time, more looks, more variety — ideal for entrepreneurs and professionals who want a suite of images for their brand.
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Includes everything in “What Every Session Includes” + 3 fully retouched images
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Additional images: $65 each
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Up to 5 wardrobe changes
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Expanded backdrop options
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Lifestyle-style portraits (studio or nearby location)
Step into a session that’s guided, relaxed, and all about you.
Why Choose Cary Pennington
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A relaxed, guided experience that helps you look natural and confident.
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Personalized coaching and wardrobe support tailored to your goals.
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Premium studio lighting and professional-grade image quality.
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Fast turnaround so you can update your online presence quickly.
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High value with a truly elevated experience from start to finish.
Tailor Your Headshot Experience
Enhance your session with optional upgrades designed to elevate your final images, such as:
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Additional looks
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Professional hair & makeup
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Advanced retouching
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Priority turnaround
Enhance Your Headshot Experience
Thoughtful upgrades designed to elevate your session and your final images:
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Professional hair & makeup – starting at $175 (women) / $75 (men)
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Same-day image delivery – $150
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Additional wardrobe looks – $50 per look
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Environmental portraits (office, street, or nearby location) – $95
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Full gallery of proofs (web-size) – $50
When you look and feel aligned with who you are, your photos reflect it instantly.
Headshots for Individuals, Teams, and Personal Brands
I offer headshot sessions for professionals, teams, and entrepreneurs who want images that convey confidence, authenticity, and professionalism.
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Individual headshots – Perfect for LinkedIn, business cards, resumes, or social media.
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Corporate & team headshots – Polished, cohesive images that strengthen your brand.
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Custom packages – Tailored sessions that match your brand’s style and goals.
Discover how I create polished, cohesive team headshots that showcase your staff and elevate your brand.
Headshot Session FAQs
Want even more guidance to feel fully prepared? Check out the complete Headshot FAQ page.