How to Use AI to Get a New Headshot

I’m a sucker for selfies but glamming up for a photoshoot zaps the personality right out of me. Whenever I’m sitting for professional photos, I overthink how to smile and stand and turn into Chandler. My last headshot was taken with a photographer five years ago — it was time for a refresh.

But this time, I didn’t have the colorful streets of Antigua, Guatemala, as my backdrop. With no trips coming up, I decided to test out an artificial intelligence tool with a goal in mind: to generate a new headshot or set of professional images that looked real, not like a caricature of me. 

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I chose HeadshotPro because I liked the natural look of the photos, it seemed like a popular tool and I realized I follow its founder — AI entrepreneur Danny Postma — on X. It was founded in the Netherlands in March 2023 and is used by many well-known global brands and institutions. 

How much does HeadshotPro cost?

HeadshotPro’s pricing is a three-tier structure: 40 headshots for $29, 100 headshots for $39 or 200 headshots for $59. I actually liked that it’s a paid platform because there always seems to be a catch with free tools. 

There are no free trials or subscription fees. It’s a one-off cost but it will refund the fee if you’re unsatisfied with the results. 

There’s also a 1- to 3-hour turnaround with HeadshotPro, which might not work for everyone but I was curious about why it wasn’t instant and what it could produce.

Setting up with HeadshotPro

I signed up to HeadshotPro and set my login details. I chose the basic $29 plan and paid with my credit card. I checked my email for the instructions. HeadshotPro guaranteed I’d find three to six profile-worthy headshots.

The tool advises you to have at least 10 minutes to work on it and to “make sure you look fresh” and take pictures in daylight or in a well-lit room. You then have to upload at least 15 photos for the AI to examine. You can either take selfies to use or upload some of your older photos. It suggests making sure you’re looking at the camera, have a clean background and a good angle, have your face take up at least 20% of the image, and be wearing a “professional expression.”

I was in no state to take selfies so I chose to upload a mix of photos from my last shoot and recent candid snaps. Different seasons, styles, hair colors and locations. 

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HeadshotPro/Screenshot by CNET

Uploading photos to HeadshotPro

Out of the 15 I uploaded, only one was approved. It was hard to decipher why so I decided to upload one at a time.

When I cropped the larger photos to just my head, it seemed to work. 

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HeadshotPro/Screenshot by CNET

Most of the candid photos were either too small or it couldn’t recognize my full face because of the way I had tilted my head. I found a shortcut: In my iPhone albums, under People, Places & Pets, I clicked on my face. If Apple’s AI can recognize my face in the photos, surely HeadshotPro could too.

There was a lack of consistency with what it determined to be a “bad” photo. My full face was showing in some photos, but they still weren’t approved.

I also learned my camera roll is full of photos of me in sunglasses, and I always tilt my head when I pose. A good reminder to work on my posture. 

But we got there in the end.

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HeadshotPro/Screenshot by CNET

Next, on to the customization. HeadshotPro needed to know a little more about me, then my layout preferences. 

It asked for my name, age, ethnicity, eye color and gender and then whether I wanted the background of my profile photo to be garden, marina, office, lake, cafe, kitchen, streets or bookshelf. I selected the one that looked like New York City in the background, then got to pick my outfit. 

I could choose my portrait style or have the AI select for me. You can also choose from a few different outfit types — it picked a turtleneck, which I don’t think I’ve ever worn in my life, so I chose one myself. 

I was looking for a bohemian-but-professional style. I didn’t dare trust AI to put me in an off-the-shoulder dress, so I went with a classic white tee. 

I quickly looked at HeadshotPro’s T&Cs and noticed they don’t use the photos to train their algorithm. Good to see!

Now we wait. It said it would take approximately 2 hours but I received the email with the completed photos in just a little more than an hour. 

How my AI headshots turned out

I was slightly nervous to see what AI thought I looked like but I was pleasantly surprised with its capabilities.

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HeadshotPro/Screenshot by CNET

Of the photos I liked (about half of them), it nailed my features. But it got right the crow’s feet when I smile (too much time in the Aussie sun growing up), my balayage hair and even my favorite shades of lipstick.

There were definitely a few wonky ones, as to be expected. It overdid the bronzer, was inconsistent with my eye color, made me gaunt and overly wrinkly, and had awful style in some. 

I asked my partner which ones she thought looked like me and we picked 17. When I showed her this photo, she said, “that’s my girl.”

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HeadshotPro/Screenshot by CNET

Pros and cons of an AI headshot

Pros:

  • It’s quick and easy, as long as you make sure the photos you upload fit the tool’s parameters.
  • It’s more filtered and a more “perfectionist” take on what you look like.
  • It’s a lot less expensive than a real photographer.

Cons:

  • It’s not genuinely you, and will get things wrong like your eye color and makeup style.
  • It might put you in strange clothes.
  • It’s also not quite human looking. 

AI-generated headshot vs. real photographer

Would I use this AI-generated image as my headshot? Probably not. However, if you do, it’s good practice to label photos that have been altered or assembled by AI. 

No matter how good these tools get, I know it’s not me. Call me old-fashioned but I think we should keep photos real, imperfections and all. 

Now this is me — a photo taken by my photographer friend, not manipulated by a machine. I’m sure she made a joke to get that shot.

Which one’s better? I’ll let you be the judge. 

Amanda Smith headshot

Zsanett Kovacs

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