Professional Headshots Near Winter Garden
Our Headshot Photography Process
At Cannonfire Photography, we deliver clean, industry-tailored portraits. Everyone deserves a headshot photo experience where they feel comfortable and confident. We offer relaxed sessions, expert posing, and professionalism throughout the entire process.
For service-based professionals, your authentic headshot is an important part of establishing trust with your prospective clients. High-resolution retouched images give you a confident, credible headshot for LinkedIn, websites, press, and marketing materials.
We’ll travel to your location and set up our studio equipment at your office or another outdoor location near downtown Orlando, Lake Eola, downtown Winter Garden near City Hall, and additional locations in Central Florida.
We provide fast turnaround times for your final professional photos. Book now to update your image and stand out!
Read rave reviews by our professional headshot photography clients.
Professional Headshot Pricing
Starting at $250
On location headshot setup session fee
Includes one headshot file
Additional images are available
Please contact us for pricing for half day and full day headshots for your team
Frequently Asked Questions for Headshots
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We offer on-location headshots for individuals, small businesses, corporate teams, conferences, and networking events.
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We maximize our 30 years of experience in the photography industry to guide you on clothing and background, provide suggestions for relaxed posing, and help tell your brand story. We also offer image review, so you’ll leave the session with confidence that we captured images you love.
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Clients tell us that they feel relaxed throughout the entire headshot process and love their images. We try to have fun, but if you are in a time crunch then we’ll be as efficient as possible.
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Headshot photography sessions can be held in an indoor location with our studio equipment, outside in natural light, or include both. Please let us know in your initial phone call and we can also provide suggestions and insight for what you may need.
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Many of our headshot sessions are booked in Orlando and surrounding areas including Winter Garden, Windermere, Oakland, Hamlin, and Horizon West. Not located in the West Orange area of Orlando? We are available for travel. Please contact us to ask about your location!
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Frequent industries include finance, corporate, creative, hospitality, healthcare, real estate, insurance, and entrepreneurs.
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Getting started is simple. Reach out through our contact form or schedule a call—we’ll walk you through the next steps and answer any questions along the way.
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You can reach us anytime via our contact page or email. We aim to respond quickly—usually within one business day.
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We aim to provide a very natural and authentic retouching style.
The Cannonfire Headshot Experience
Before booking a session, please view our 2 minute video on your headshot photography experience with Cannonfire Photography.
Headshot Testimonials
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“We had an incredible experience with Cannonfire Photography. From the very first contact, everything was smooth, professional, and stress-free.
Jason made us feel so comfortable during the session and knew exactly how to capture natural, beautiful moments. My toddler was in a grumpy mood and Jason was so patient and understanding. The photos turned out stunning- better than we could have imagined. We will definitely be booking again!”Thayssa
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“Had Jason and the team update my headshot for 2025 and these guys knocked it out of the park. Could not be happier with the results, and a good and fun team to boot. Thanks again to their team!”
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“I cannot thank Jason at Cannonfire Photography enough for the work he did on my professional headshot. I had an “impossible” deadline to submit a new photo in a tight turnaround window and he was able to meet me locally around my work hours for a shoot and provided an edited final within 24 hours ( no easy feat!). I would recommend this service for any corporate, team or professional photography and am grateful for the professionalism, speed, and quality of the service I received! Thank you again, Jason!”
Taryn