Encinitas Headshots Designed to Make Professionals and Teams Look Confident and Approachable
Every professional deserves a headshot that’s authentic, confident, and approachable. I create images that show your personality while keeping you polished and professional. Perfect for LinkedIn profiles, corporate websites, or team pages, your headshot will make a memorable first impression.
modern Headshots That Feel Natural, Look Professional, and Show Off
the Real You
I work with professionals across Encinitas to create headshots and branding images that reflect your personality and career goals. A great headshot doesn’t just make you look professional—it makes people feel like they already know you. Whether it’s for your online profiles, company website, or stepping confidently into your next chapter, I guide you through a relaxed, intentional session that brings out your authentic self.
Your first impression is your foot in the door of every opportunity. It's the handshake before the conversation, the opening chord of your symphony. With just a glance, it sets the tone for all that follows. It's not just about making an impact; it's about leaving an indelible mark that lingers long after you've left the room. In the world of photography, capturing that unforgettable first impression is an art form—a delicate balance of technique, emotion, and insight. It's about distilling the essence of who you are into a single frame, a snapshot of your potential, your aspirations, your very essence. So, let's make that first impression count—let's craft a visual narrative that speaks volumes, ignites curiosity, and leaves them wanting more
Headshots That Speak Before You Do
At Cary Pennington Photography, we create headshots that capture your confidence, approachability, and professionalism—so you make a lasting impression before saying a word. Perfect for entrepreneurs, executives, and anyone ready to show up as their best self.
Why Choose Cary Pennington for Your Headshots?
✔️ Confidence in Front of the Camera
Feel relaxed and guided every step of the way—even if you “hate getting your photo taken.”
✔️ Personalized to Your Brand
Whether you're an entrepreneur, executive, or creative, we tailor each session to reflect your unique style and goals.
✔️ Fast Turnaround, Professional Results
Efficient sessions, high-quality images, and quick delivery—so you can start using your new headshots right away.
✔️ Studio or On-Location Options
We make it convenient with flexible shoot locations, whether you prefer a polished studio vibe or natural outdoor light.
✔️ More Than a Photo—It’s Your First Impression
Your headshot should work as hard as you do. We create images that help you connect with clients, employers, and your audience.
Trusted by People Just Like You
30+ Google Reviews That Speak for Themselves
30+ Yelp Reviews That Speak for Themselves
Working With the Best Clients and Partners
The Process
1
Booking Made Easy
Scheduling your session should be the easiest part—our simple online booking lets you choose a date and time that fits your lifestyle. Individual sessions can be booked up to 7 days in advance. Need something custom or have questions? I’m just a call or email away—happy to help however I can.
3
Confidence Looks Good on You
From start to finish, we guide you through natural, flattering poses that reflect your personality and professional vibe—so you’ll never feel stiff or unsure. With our instant image review process, you’ll leave your session knowing we’ve captured headshots you’re truly proud of.
2
Creating the look
Once you book your session, you’ll receive a quick and easy questionnaire to help me get to know your headshot goals. We’ll cover things like the vibe you’re going for, background preferences, wardrobe choices, and colors that flatter you—so we can create headshots that truly feel like you and look amazing.
4
A Headshot You’re Proud to Share
Our expert retouching highlights your natural features without ever feeling overdone—just a clean, confident version of you. With fast turnaround times and clear, responsive communication, we make the entire headshot experience feel easy, supportive, and stress-free from start to finish.
Glad to meet you!
Cary Pennington, owner and professional photographer
Hey, I’m Cary—your go-to photographer in San Diego County. I’m all about helping real people feel confident and comfortable in front of the camera. Whether you need professional headshots, branding portraits, or just a fresh image that actually looks like you, I’m here to make the experience feel relaxed, easy, and even fun. I specialize in headshots and branding photography for professionals, creatives, and small business owners throughout San Diego County. So if you’ve never loved a photo of yourself—let’s change that, with zero pressure, a little laughter, and images that feel like the best version of you.
ENCINITAS ACTING HEADSHOTS
How much is a Encinitas Headshot Photographer?
The average cost for a Encinitas headshot photographer in San Diego County can vary based on factors such as the photographer's experience, the package inclusions, and the session duration. On average, you can expect to invest anywhere from $150 to $500 for a professional headshot session in the San Diego area. Entry-level or newer photographers may offer more budget-friendly options, while established and experienced professionals may charge higher rates.
It's essential to consider the value provided in the package, including the number of final edited images, the session duration, and any additional services such as retouching or wardrobe changes. Some photographers may also offer group rates for corporate headshots, providing a cost-effective solution for businesses looking to update multiple staff members' professional profiles simultaneously.
When considering a San Diego headshot photographer, prioritize quality and expertise to ensure your images effectively represent your professional brand. Always inquire about the photographer's portfolio, experience, and what is included in the pricing to make an informed decision based on your specific needs and budget.
WHY PEOPLE LOVE OUR
HEADSHOT PHOTOGRAPHY SERVICES
Cary produced quality, professional photos at a competitive price. I was very satisfied with the product and have gotten compliments on my photos. It is great to have professional photos on hand for LinkedIn and other various reasons in my line of work. Thank you Cary!
Paul DiPaolo
Cary is not only an incredibly gifted headshot photographer who takes amazing and beautiful photos but he is also very kind, sincere, and a consummate professional from the moment you meet him and throughout the whole time working with him. His fee and portrait prices are very reasonable and he gets your proofs to you in a timely manner. I loved all the photos he took, which made it very difficult to choose which ones to order. He is definitely a five-star photographer and I would highly recommend him to anyone.
Tina Pisciotta
Working with Cary was a very comfortable, fun and professional experience. We felt like we were with a friend from the start of the project to the end. The photos turned out lovely and we are very pleased. We needed an indoor studio and his Carlsbad photography studio was perfect for our shots. Hope to use him for outdoor takes someday! I recommend Cary Pennington Photography without hesitation.
Deborah
Not sure if we’re the right match?
Quality That Speaks for Itself
We don’t just take photos—we create images that connect. Every headshot is thoughtfully composed, professionally lit, and meticulously edited to bring out your best. From skin tones to backgrounds, we obsess over the details so your final images feel polished and powerful—never overdone.
Coaching That Feels Easy
(Even If You're Camera Shy)
Not sure what to do with your hands? Don’t worry—we’ll walk you through every pose, expression, and angle. We give clear, kind direction so you feel confident, not awkward. The goal? A relaxed, natural look that still feels elevated and professional.
Experience You Can Count On
With over 20 years of photographing professionals—from entrepreneurs to executives—we know how to adapt to you. Whether it’s your first headshot or your fifth rebrand, we make the process smooth, comfortable, and efficient.
Fast Turnaround, No Compromise
We know you’re busy, so we deliver your final retouched images within 72 hours or less—without cutting corners. Quick, consistent, and high-quality. That’s the standard.
WHAT SETS US APART?
HEADSHOT PRICING
INDIVIDUAL HEADSHOTS
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.
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
San Diego headshot photographer pricing is subject to change at owners discretion
EXTRAS
Additional photos - $25
Additional looks - $35
Additional person - $125
Full length portrait - $30
Group portrait (up to 10 people) - $175
Additional Retouch - $20 per photo
Teeth whiting - $15 per photo
Remove background - $30 per photo
Next Day turnaround - $50
Low-res copy of the rest of images for additional - $50