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Headshots & Portraits in Colorado Springs

Professional, approachable images for your career, business, brand, or personal milestone.

At Jay Billups Creative Media, I create headshots and portraits that feel polished, natural, and true to the person in front of the camera. Whether you need a professional headshot, updated branding images, portraits for your website, or a relaxed studio session, the goal is the same: images that help you look confident, approachable, and authentic.

Sessions are guided, comfortable, and collaborative. You do not need to know how to pose or what to do with your hands. I’ll help with expression, posture, lighting, background, and the small details that make a portrait feel natural.

Professional Headshots

Cleared Careers hosted a job fair and  provided the attendees with polished and professional headshots. 

A strong headshot should look like you on your best day: confident, clear, and approachable.

Headshots are ideal for:

  • LinkedIn and professional profiles
  • Company websites and directories
  • Speaker bios
  • Resumes and job searches
  • Business cards and marketing materials
  • Social media profiles
  • Personal branding


Studio headshot sessions are relaxed and efficient. We’ll choose backgrounds, lighting, and expressions that fit your goals, whether you need something formal, friendly, modern, creative, or somewhere in between.

Studio Portraits

Portraits give you more room to show personality, style, and presence.

These sessions are a good fit for individuals, entrepreneurs, creatives, performers, authors, professionals, and anyone who wants images with a little more depth than a standard headshot.

Studio portraits can be simple and timeless, creative and expressive, or designed around a specific purpose such as a website, social media profile, personal brand, or promotional campaign.

Personal Branding Portraits

If you are the face of your business, your images should help people understand who you are and what it feels like to work with you.

Personal branding portraits are designed for professionals, consultants, coaches, realtors, financial advisors, wellness providers, artists, speakers, and small business owners who need more than one profile photo.

A branding session may include:

  • Professional headshots
  • Seated and standing portraits
  • Lifestyle-style images
  • Images for your website
  • Social media content
  • Marketing and promotional portraits
  • Images that show your personality and work style


We’ll plan the session around your brand, audience, and how you intend to use the images.

On-Site Headshots for Teams and Events

For businesses, conferences, job fairs, and networking events, I can bring a portable studio setup to your location.

On-site headshots are a simple way to give employees, attendees, or guests something useful and memorable. They are especially helpful for:

  • Company headshot updates
  • Staff directories
  • Conferences
  • Job fairs
  • Networking events
  • Professional development events
  • Speaker or presenter profiles


The process is organized, efficient, and designed to minimize disruption. Your team or attendees receive polished, consistent images they can use online and in print.

Couples and Social Portraits

Portrait sessions can also be a great fit for couples, friends, and social portraits.

These are not stiff, formal photo sessions. The goal is to create images that feel comfortable, flattering, and connected. I’ll guide you through posing and expression so the session feels easy, even if you do not normally enjoy being photographed.

Couples and social portraits work well for:

  • Personal milestones
  • Anniversaries
  • Creative keepsakes
  • Social profiles
  • Event portrait stations
  • Updated portraits with someone important to you

Creative and Commercial Portraits

Creative portrait depicting a model chain smoking on a black background with chains on his wrist By JBCM in El Paso County

For artists, performers, entrepreneurs, and businesses, portraits can be more stylized and intentional.

We can incorporate props, wardrobe, lighting, backgrounds, or a specific visual concept to create images that stand out while still feeling professional and well-crafted.

Creative and commercial portraits are a good fit for:

  • Performers and artists
  • Authors and speakers
  • Entrepreneurs
  • Musicians
  • Personal brands
  • Promotional campaigns
  • Websites and marketing materials

A Comfortable, Guided Process

Most people do not walk into a session feeling completely comfortable in front of the camera. That is normal.

My job is to guide the process so you are not left guessing. I’ll help with posture, expression, angles, lighting, background, and pacing. The session is collaborative, but you do not have to figure it out alone.

The result is a set of images that feel professional, natural, and useful.

What Kind of Session Do You Need?

If you are not sure which session is right for you, here is a simple way to think about it:

Choose a headshot session if you need a clean, professional image for LinkedIn, work, speaking, job searching, or your company profile.

Choose a portrait session if you want images with more personality, variety, style, or creative direction.

Choose a branding session if you need multiple images for your business, website, marketing, and social media.

Choose on-site headshots if you need consistent images for a team, company, conference, job fair, or professional event.

Customer Reviews

Kenneth Lawrence
Kenneth Lawrence
SIGINT Analytics
I recently hired Jay Billups to take my corporate professional photos for our new startup, SIGINT Analytics. Jay arrived early, was extremely professional and courteous, and coached us through the entire process. The results were the best photos I’ve ever had taken. Turnaround time on the final product also exceeded my expectations. For exceptional photo and video results, you will not be disappointed hiring this Veteran-owned business.
Dani Parris-Exline
Dani Parris-Exline
Peace of Mind Financial Planning
Jay is so easy and fun to work with! He always brings out the best in our team pictures. Which is challenging with a group of people who don’t “love” having their pictures taken 😉
Sarah Lawrence
Sarah Lawrence
Owner, Cleared Careers
Jay Billups has been our go-to photography partner for over 7 years, and we couldn't be more thrilled with his outstanding work! He is our trusted photographer for job seeker LinkedIn headshots (4 major events every year) and custom promo videos that bring our job fairs to life. Jay delivers polished, professional portraits that make everyone look their absolute best! His attention to detail and creativity is unparalleled! I HIGHLY recommend Jay for any video, photography or animation needs!

Ready to update your headshot or portrait?

Let’s create images that feel professional, approachable, and true to you.

Whether you need a single headshot, a full branding session, portraits for your business, or on-site headshots for your team or event, I’ll help make the process easy and comfortable.