February 20, 2024
My headshots are woefully out-of-date. They’re from just before the pandemic — the last time I really went into an office. Luckily for me, technology has advanced to help me get up to date: Enter the AI-generated headshot.
A bevy of new artificial intelligence tools now promise to generate professional-quality headshots — for a new job, a dating profile, etc. All you need is to upload clear photos of yourself, and the software spits out a series of realistic images for you.
Inspired by The Washington Post, I decided to try two services: Aragon.ai and Try It On. The functionality of the two websites was nearly identical: I uploaded some photos of myself that I thought were nice and paid a small fee of $35 for Aragon, $21 for Try It On, and waited about a half hour for each website to do its magic. When my photos were ready, I clicked and instantly laughed. It gave me full glam.
Both services gave me a lot of photos. I downloaded 100 from each, including a fake version of myself, ones with me in different outfits (suits, cardigans, t-shirts), and different backgrounds (office buildings, nature scenes, streetscapes). Some were moody noir shots, others casual pics primed for a dating app, and some very traditional and corporate — for a LinkedIn profile.
The quality was variable: Some were very good, some were not. My wife and I flipped through, with her commenting “That looks like you!” and “Oh my god that's terrible” and even “Oh, he's cute. I like him.” The software generally had a slimming effect on me, and gave me a squarer jawline and pronounced cheekbones. I was most impressed that it seemed to understand the contours of my hair.
Most of my headshots were still noticeably artificial and not quite at the level where we should worry about deception. Some of the “good” ones either look heavily Photoshopped or like I got a lot of plastic surgery. There’s a term in art and science fiction called the “uncanny valley,” a phenomenon that occurs when someone sees a face that's not quite human — a uniquely eerie sensation, like recognizing alien life. For now, my AI-generated headshots feel like they belong in the uncanny valley.
While there were a few headshots I could use, the technology has a ways to go to avoid alarming folks into thinking I’m a cyborg.
More For You
Robotaxis, autonomous trucks, and drone networks are moving closer to reality. As costs fall and infrastructure grows, physical AI is unlocking new markets and business models. See what's driving the next era of mobility by subscribing to Bank of America Institute.
Most Popular
What's Good Wednesdays
What’s Good Wednesdays™, May 6, 2026
Walmart sponsored posts
Walmart’s $1 billion investment is strengthening associate careers
- YouTube
In this "ask ian," Ian Bremmer breaks down the rapidly unraveling situation following the US announcement of “Project Freedom” and why tensions with Iran are escalating again.
India's Prime Minister Narendra Modi greets his supporters as he arrives at the Bharatiya Janata Party (BJP) headquarters, as the BJP won the Assam state assembly election and was on course to win West Bengal, in New Delhi, India, May 4, 2026.
REUTERS
India’s Modi consolidates grip after historic state election win, Venezuela and Guyana are back in court over border dispute, Trump administration weighs a hands-on approach to AI
Canadian Prime Minister Mark Carney attended a meeting of the European Political Community in Armenia this weekend, a first by the leader of a non-European country. He was invited to discuss common interests in trade, energy, and security. In a speech that echoed his address to the World Economic Forum in Davos two months earlier, Carney called on middle powers, including Canada and European nations, to work together in the wake of disruption of the established world order — implicitly pointing to the United States. “It’s my strong personal view that the international order will be rebuilt,” he told the crowd in Yerevan, “but it will be rebuilt out of Europe.”
© 2025 GZERO Media. All Rights Reserved | A Eurasia Group media company.
