Rob Faber is a luxury portrait photographer based in Suffield, CT, creating print-focused work for families and professionals across Connecticut and Massachusetts.
Rob Faber Photography is a Peter Hurley trained headshot photographer serving professionals and teams across Northern Connecticut and Western Massachusetts, including Suffield, Simsbury, West Hartford, and Glastonbury.
AI headshots are fast, inexpensive, and getting better every year. For some people, in some situations, they are a reasonable choice.
What AI cannot do is direct you. It works from photos you already have, so it cannot pull out an expression you have never given a camera.
The real question is not “AI or photographer.” It is how much your first impression is worth, and whether the face online matches the person who shows up.
AI headshots are everywhere right now. Upload a handful of selfies, wait a few minutes, and an app hands you dozens of polished portraits in suits you do not own, in offices you have never visited. People ask me about them constantly, usually with a slightly guilty look, as if a headshot photographer could not possibly give a fair answer.
I think I can. By day I teach business and marketing, and a big part of that job is teaching students to evaluate a product honestly: what it costs, what it delivers, and who it is really for. So let’s do that with AI headshots. I will tell you where they make sense, where they fall short, and how to decide what is right for you.
What AI Headshots Do Well
Let’s start with credit where it is due.
Speed and Cost
AI headshots are quick and inexpensive. There is no scheduling, no wardrobe planning, and no travel. For someone who needs a passable profile photo by tomorrow morning, that convenience is real.
Volume and Variety
Most apps return a large batch of images with different backgrounds and outfits. If you just want to see yourself in a few different looks, that can be fun.
A Step Up From a Bad Selfie
If the alternative is a cropped photo from a wedding, a blurry selfie in the car, or no photo at all, an AI headshot may be an improvement. I would rather someone have a clean, current image than nothing.
Where AI Headshots Fall Short
Here is where my honest evaluation gets less flattering.
It Can Only Work With What You Give It
AI builds your headshot from photos you already have. If every one of those photos shows a stiff smile or tired eyes, the software has nothing better to work from. It can change your jacket and your background. It cannot change the expression you never gave it.
That is the heart of what I do in a session. Most people freeze in front of a camera, and that reaction is completely normal. My job is to coach you out of it, with posture cues, jaw position, Peter Hurley’s Squinch, and a fair amount of conversation and humor, until the real you shows up on the screen. AI cannot have that conversation with you.
AI Generated
The “That’s Not Quite You” Problem
AI headshots often look slightly off. Skin can be too smooth. Features can shift a little from image to image. The result is a face that looks professional but not quite like the person who joins the video call.
That gap matters more than people expect. Your headshot is a promise. When a client, recruiter, or partner meets you after seeing your photo, the first thing their brain does is compare. If the person in front of them does not match the image they saw, trust takes a small hit before you have said a word. In marketing terms, the product did not match the packaging.
No Consistency for Teams
For companies, a team page needs every person lit, framed, and backed the same way, from the founder to the newest hire. Individual AI results, generated from each person’s own selfies, rarely line up cleanly. A controlled session with one lighting setup does.
No Range Beyond the Template
AI is good at producing the expected corporate look. It is not built to create a portrait with a point of view, like my Back in Black studio style with rich shadows and soft directional light, or a Rain Rig portrait session with falling water in the frame. When your personality is part of what clients are buying, a template works against you.
The Business Case: What Is a First Impression Worth?
In my classroom, we talk about the difference between price and value. Price is what you pay today. Value is what you get back over time.
A professional headshot shows up on your LinkedIn, your website, your email signature, your proposals, your speaker bios, and your press. It works in every room you are not in, for years. I wrote a full post on 12 ways to use your professional headshot, and the short version is that a strong image gets seen thousands of times.
My client Brian is a good example. He updated his LinkedIn profile with the headshot from our session, and one month later he landed a new job. His experience earned that role, not the photo. But the photo made sure the first impression matched the professional behind it.
So the question to ask is not “which one is cheaper?” It is “how often will this image be seen, and by whom?”
When AI Headshots Might Be Enough
To be fair, here is where I think an AI headshot can be a reasonable choice:
You need a temporary placeholder until you can book a real session.
The image is for a low-stakes internal profile that only a few colleagues will see.
Your budget truly does not allow for a session right now.
When a Professional Photographer Is the Better Investment
And here is where I would strongly recommend a real session:
You are job hunting, changing careers, or stepping into a leadership role.
Your face is part of your business: attorneys, advisors, real estate agents, consultants, coaches, and anyone clients choose personally.
You speak, publish, appear in press, or host a podcast.
Your company needs a consistent team page.
You want a look with real personality, not a template.
You meet clients on video calls or in person, and you want them to recognize you instantly.
What You Get From a Session That an App Cannot Give You
A headshot session is not just a file. It is direction. We shoot tethered, so every frame appears on a large screen as we work. You see what I see, we adjust light, angle, and expression together, and we keep going until the image feels like you on your best day. Then I retouch with a light hand, so you look polished without looking like someone else.
You also leave with something AI does not offer: confidence that the person in the photo is actually you. That changes how you use the image, and how you feel when someone recognizes you from it.
Frequently Asked Questions
Are AI headshots good enough for LinkedIn?
They can work as a temporary profile photo. However, LinkedIn is where recruiters and clients form a first impression, and an image that does not quite match you in person can quietly undercut trust. For anyone actively job hunting or building a business, a real headshot is the safer choice. My headshots for LinkedIn guide covers what makes a profile photo work.
Can people tell when a headshot is AI generated?
Often, yes, especially when they meet you on video or in person. Overly smooth skin, slightly shifted features, and a generic expression are common giveaways.
Why does a professional headshot cost more than an AI app?
You are paying for direction, lighting built around your face, real-time feedback, and careful retouching. Those are the things that turn a stiff photo into a confident, recognizable portrait.
Do you photograph headshots for teams in CT and MA?
Yes. I photograph individual professionals and full teams throughout Northern Connecticut and Western Massachusetts, including Suffield, Simsbury, West Hartford, and Glastonbury, with consistent lighting and framing for every person.
How do I book a headshot session?
Fill out my contact form, and I will send over more information. From there, we will talk through your goals and plan a session around them.
The Honest Bottom Line
AI headshots are a tool, and for quick, low-stakes needs, they can do the job. But a headshot is not just a picture of your face. It is your first impression, repeated everywhere you show up professionally. When that impression matters, you want an image built around the real you, by someone who knows how to bring it out.
And for more behind-the-scenes conversations on portraits, branding, and business, subscribe to the Shoot for Succession podcast, available on all major podcast platforms.
Serving Suffield, CT, and surrounding areas, Rob Faber Photography specializes in one-of-a-kind portraits for professionals, athletes, and high school seniors. This blog highlights sessions from across Connecticut and Massachusetts, including West Hartford, Glastonbury, and the Cape Cod shoreline. Every entry showcases the artistry and attention to detail behind Rob’s Signature Black Label Experience—transforming everyday moments into extraordinary artwork for your home.
He did an amazing job with my new headshots and pictures for my website. He took my ideas and vision to the next level. He was patient, had great ideas and suggestions and was really able to capture "me"! Rob is truly an artist behind the camera and I cannot recommend him enough. If you are in need of a photographer, Rob is definitely your guy! He will help elevate the look of your business to the next level.
Chris Latournes
"Rob is great to work with!"
He can do it all! Whether he is capturing a special family moment, sporting event or a senior portrait he does it seamlessly and makes the experience fun!
We’ve worked with Rob many times and he always delivers excellent portraits. Each photo always tells a story and beautifully captures the moment.
Danielle Delpha
"Rob is an amazing photographer"
Rob is an amazing photographer, both technically and creatively. He knows how to make you comfortable during the shoot, and to bring out your own unique personality. Not only did he have so many of his own incredible ideas for the shoot, but he was also more than willing to collaborate for my vision as well. A top-notch experience from start to finish. Highly recommended.
Lee Totten
warm words / warm words / warm words / warm words / warm words /
I’ve always believed that good work speaks for itself. Photography, for me, has never been about chasing trends or high-volume sessions — it’s about creating portraits with clarity, purpose, and staying power.
The kind of images you print, frame, and live with. This page is a closer look at how I work, what I care about, and what you can expect when we work together.