AI Headshots – Are they worth it?
They look like a shortcut. They’re not.
At first glance, AI headshots seem like a smart workaround — fast, cheap, no awkward posing required. Upload a dozen selfies, wait a few minutes, download a zip file. Done.
Except it’s not done. It’s just a different kind of problem.
How it actually works
For this post, I tested Instaheadshots — one of the more reviewed options out there. The process is pretty standard across the industry: upload 6–12 photos of yourself, and the AI pulls from a massive pool of sourced imagery to generate backgrounds, clothing, hairstyles, and yes — your face.
I received 49 images. Of those, maybe 4 looked passable at a glance. The moment I looked closer, every single one had tells.
Spot the glitches
I come from an art education background, so I’m wired to notice this stuff — but once you know what to look for, you can’t unsee it.
Here’s what I found repeated across nearly every image in my gallery:
- My hair is dark blonde. Half these photos gave me reddish hair.
- The irises in the eyes are mismatched shapes — often in the same photo.
- Catchlights (the reflections in the eyes) are coming from different light sources within the same image.
- Those are not my teeth. Specifically, the two front teeth are different sizes.
- The clothes are not mine — not my style, not my wardrobe, not me.
- The shoulder-to-head proportions are off in most of them. (Da Vinci figured this a few centuries ago: your shoulder width equals roughly two head-lengths. AI still hasn’t caught up.)
Scroll through the gallery below — the captions flag what’s wrong in each one. Some are genuinely bad. Feel free to laugh. I did.
Why this will cost you more than it saves
Here’s the thing about a headshot that doesn’t look like you: your potential client will feel it before they can name it.
You know that uncomfortable moment when you meet someone in person and they look nothing like their photo? That low-grade unease, that quiet “wait, something’s off”? That’s what AI headshots do to your first impression — except the person experiencing it is someone who hasn’t hired you yet and has no obligation to push through the discomfort.
Some people will spot the AI immediately and move on. Others won’t be able to articulate why, but the impression sticks: cheap, careless, maybe not trustworthy. In a market where you’re competing against a lot of talented people working for themselves, that’s not a small thing. That’s lost revenue.
The copyright issue nobody talks about
This part matters, and most people skip it entirely.
When you use AI-generated images, you don’t own them in the traditional sense — and in many cases, you don’t hold a usage license at all. That means you have little to no legal recourse if those images are used elsewhere without your knowledge or consent.
But there’s a second layer to this that I think is worth sitting with: the source material AI learns from isn’t always ethically obtained. Artists and photographers whose work has been scraped to train these models often haven’t consented, haven’t been credited, and haven’t been compensated. When you use AI-generated imagery, you’re downstream from that process — even if you didn’t choose it consciously.
I’m not here to tell you what to do with that information. But I think you deserve to have it.
The alternative
If you want a professional portrait (aka headshot) that actually looks like you, builds trust before anyone says a word, and holds up legally — let’s do it the old-fashioned way. Camera, light, a little prep, and a real conversation about what you want people to feel when they see you.
Want to go deeper? There’s a whole other layer to this conversation — who actually owns the photos, where the AI learned to make them, and why the machine is designed to produce average. Read it here.















































