How does same day delivery sound?


In your world, in your work, you're busy, I get that, so my goal first and foremost is to make this as efficient, painless, fun and fast as possible for you.

Professional headshot of a smiling businessman in a tan blazer and blue shirt against a gray background.
Professional woman in white blazer and navy top smiling confidently against a light gray background.
Professional headshot of a smiling woman wearing red glasses, red top, pearl necklace, and black blazer against gray background.


Headshots still matter...


In today’s digital-first world, your headshot is your first impression. Whether you're updating your LinkedIn, refreshing your business website, or launching a new personal brand — we help professionals, creatives, and entrepreneurs look confident, approachable, and authentic. At 285th Street Media, we create modern headshots that feel like you, not a studio backdrop version of you.


Serving Orlando & Central Florida, with on-location and team sessions available.


Smiling middle-aged man with gray hair wearing a brown blazer poses for a professional portrait photo.

individual

Professional woman in black outfit smiling confidently in an elegant hotel corridor with warm lighting.

Events

Professional headshot of a smiling blonde woman in a black blazer and maroon top, arms crossed, on dark background.

Team

Professional headshot of a young South Asian woman with long dark hair wearing a patterned white blouse against dark background.
Smiling person with brown hair and glasses wearing a light blue shirt against a dark gray background.
Confident Black man in red polo shirt smiling with hand on chin against dark background.

Why Clients Choose Our Headshots


No more stiff, outdated portraits. We make it effortless.

Guided Posing, No Experience Needed

  • We’ll coach you through every pose and expression — even if you “hate taking photos.”

Multiple Looks, One Session

  • Outfit changes? Indoor & outdoor mix? We've got you. We'll plan your session around your goals.

Clean, Modern, High-Resolution Edits

  • Perfect for LinkedIn, websites, speaking gigs, media kits, and beyond.

We Come to You (For Teams)

  • We offer portable, mobile studio setups for corporate headshots on location.
Professional headshot of a smiling woman in a black blazer and yellow top against a gray background.
Professional headshot of a smiling Hispanic businessman in a gray blazer against a light gray background.
Professional woman in green blazer and floral blouse smiling confidently against gray background.
Professional headshot of a bald man with a gray beard wearing a blue patterned shirt against a gray background.
Smiling young woman with braids and glasses wearing a blue floral top, professional headshot on gray background.
Professional headshot of a smiling middle-aged man in a navy blue blazer and white shirt against a gray background.

We Service All Needs


Headshot & Branding Packages


For Individuals:

30–60 minute session

1–2 outfit changes

  • 5–10 retouched high-res images
  • Online proofing gallery
  • Outdoor or indoor natural light options

For Teams, Businesses & Events:

  • Headshots for 5–50+ people
  • Consistent lighting & background across all photos
  • Fast turnaround for company directories or PR
  • Group + candid branding shots available
  • On-location convenience (office, event, etc.)


Professional woman in black blazer poses outdoors with soft bokeh background for corporate headshot.
Smiling bald man with beard poses with crossed arms in casual tan shirt for professional headshot. Iron Galazy Studios.
Confident Black woman with natural curly hair smiles in pink shirt with purple earrings outdoors. Downtown Orlando.
Professional headshot of a smiling middle-aged man in a black blazer against a light gray background.

Whether on-site, indoors, or outdoors, you choose the backdrop that best reflects your brand.

Middle-aged bald man in plaid shirt poses for professional headshot against light gray background.
Smiling woman with glasses and brown hair wearing a blue blazer poses against a light gray background.
Smiling middle-aged woman with blonde hair in striped blazer poses for professional headshot.
Woman with long blonde hair and black glasses wearing a floral blouse, posing against a light gray background.
Professional headshot of a smiling blonde woman in a navy blazer and striped top against a light background.
Professional woman with curly hair and glasses, arms crossed, wearing a brown top against a light background.
Young woman with pink hair and decorative round glasses wearing a cream cardigan against a gray background.
Professional woman with crossed arms wearing a black sweatshirt, smiling against a light gray background.

FAQ


How much do professional headshots cost in Orlando?

Professional headshot pricing in Orlando depends on the type of session, number of people, location, and intended use. At 285th Street Media, I offer headshot sessions for individuals, teams, creatives, entrepreneurs, and corporate professionals with flexible options that fit different needs and budgets.


What should I wear for my headshot session?

I always recommend wearing something that feels like you, just a more polished version. Solid colors, clean fits, and neutral tones usually photograph best. If you’re using your headshots for LinkedIn, business branding, acting, or personal branding, I can also help guide you toward looks that match your industry and personality.


Where do headshot sessions take place?

Headshot sessions can happen in studio, outdoors, at your office, or on location anywhere in Orlando and Central Florida. Some clients prefer a clean corporate background, while others want a more natural or lifestyle feel. We’ll choose a setting that fits your brand and goals.


How long does a headshot session take?

Most individual headshot sessions last anywhere from 30 minutes to 2 hours depending on the package and number of looks. Team and corporate headshot sessions may take longer depending on the size of the group.


Do you offer corporate headshots for teams and businesses?

Absolutely. I work with businesses, organizations, conference teams, and corporate professionals throughout Orlando and Central Florida to create clean, consistent professional headshots for websites, LinkedIn profiles, marketing materials, and internal branding.


Can you help if I’m awkward in front of the camera?

Honestly, most people feel that way at first, and that’s completely normal. My approach is relaxed and conversational, so I’ll guide you through posing naturally without making things feel stiff or forced. The goal is to create headshots that look confident, approachable, and genuinely like you.


What types of headshots do you photograph?

I photograph corporate headshots, LinkedIn headshots, actor headshots, creative portraits, branding sessions, entrepreneur content, and professional team photos. Whether you need something polished and professional or more personality driven, we can customize the session around your vision.


How soon will I receive my headshots?

Turnaround time is usually pretty quick, and most clients receive their edited images within a few days depending on the session size and editing needs. I know professional headshots are often tied to deadlines, job searches, conferences, or launches, so I always try to deliver efficiently without sacrificing quality.


Do you retouch the photos?

Yes. Every selected image includes professional retouching while still keeping your photos looking natural. I focus on clean edits, skin tone balance, lighting, and small distractions without making you look overly edited or unrealistic.


Are headshots worth it for LinkedIn and personal branding?

Definitely. A strong professional headshot helps build trust before you even meet someone. Whether you’re applying for jobs, building a business, speaking at conferences, or growing your online presence, high quality headshots make a huge difference in how people perceive your brand and professionalism.


Do you travel for corporate and conference headshots?

Yes. I’m based in Orlando and regularly work throughout Central Florida, but I’m also available for travel for conferences, corporate events, team branding sessions, and business photography across Florida and beyond.


How do I book a headshot session?

Booking is simple. Just reach out through the contact form with a little information about what you’re looking for, and I’ll help you choose the best session option for your needs. From there, we’ll schedule your shoot and make the process easy from start to finish.