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 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
Your Headshot Questions, Answered
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Want even more guidance to feel fully prepared? Check out the complete Headshot FAQ page.