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Artificial Intelligence Career Security What I’m Up To

A Fake Recruiter Tried to Scam Me — I Caught Him Using ChatGPT

The newest video on the Global Nerdy YouTube channel is now online! It’s called A Fake Recruiter Tried to Scam Me — I Caught Him Using ChatGPT. Watch it now!

It’s the story of how a scammer posing as an executive recruiter tried to con me out of hundreds (and possibly thousands) of dollars using AI-generated emails, a fake job description, and a fabricated “internal document” from OpenAI.

He had me… for thirty seconds, and then I thought about it.

The short version

A “recruiter” emailed me out of the blue about a developer relations role. This isn’t out of the the ordinary; this has happened before, and it’s happened a couple of times in the past couple of months.

However, this role stood out: it was Director of Developer Relations role at OpenAI. Remote-first, $230K–$280K base, Python-primary, and AI-focused. It was basically my dream job on paper.

Over the course of several emails, he asked for my resume and salary expectations while giving me nothing concrete in return: no company name, no hiring manager, no specifics.

When I finally got suspicious and asked three simple verification questions:

  1. Who’s your contact at OpenAI?
  2. Is this a retained or contingency search?
  3. What’s your formal relationship with the hiring organization?

He went silent for over a day, then came back with a wall of text that answered none of them.

Then came the real play: he told me that OpenAI required three purportedly “professional documents” before I could interview, and they had to be ready in the next 48 hours:

  1. An “Executive Impact Matrix,”
  2. A “Technical Leadership Competency Assessment,” and
  3. A “Cross-Functional Influence & Initiative Report”

The descriptions of these documents made it look as if they were complex and would take hours to prepare. The recruiter “helpfully” offered to connect me with a “specialist” who could prepare them for a fee.

None of these documents are real. No company asks for them. It’s a document preparation fee scam, and the whole weeks-long email exchange was just the runway to get me to that moment.

But the best part? When I didn’t bite, he followed up with a fake “OpenAI Candidate Review” document showing my name alongside other “candidates” with star ratings. This would be a massive HR violation if it were real:

But it wasn’t real! He generated it with ChatGPT. And he left behind evidence — the dumbass forgot to crop out the watermark.

How the AI gave him away

One of the most interesting things about this scam is how AI was both the scammer’s greatest tool and his undoing.

Every email he sent me was written in polished, flawless corporate English.

But in the one paragraph where he steered me toward paying the “specialist,” the grammar suddenly fell apart:

“a professional I have known for years that specialise in this kind of documents with many great and positive result.”

The AI wrote the con. But the human wrote the close. And the seam between the two is where the truth leaked out.

This is a pattern worth watching for. As AI-powered scams become more common, the tell is going to be a shift in quality at the moment where the scammer needs to speak in their own words. You’ll see well-written text, abruptly followed by different writing style marked by poor, non-idiomatic grammar (because they’re communicating with you in a language they don’t know  well). Keep an eye out for that sudden transition.

The 3 questions real recruiters can answer

If you’re job searching right now and a recruiter reaches out, ask them these three questions:

  1. Who is your contact at the hiring company?
  2. Is this a retained or contingency search?
  3. What is your formal relationship with the hiring organization?

A real recruiter answers these in seconds. A fake one dodges, deflects, or disappears.

8 fake recruiter red flags

Based on my experience, here are eight things to watch out for:

  1. The job seems tailor-made for you. LLMs make it trivially easy to generate a convincing “JD” (job description) from someone’s LinkedIn profile. If it checks every single box, ask why.
  2. The information only flows one direction. They ask for your resume, salary, and preferences. They give you nothing concrete: no company name, no hiring manager, no search terms.
  3. The email footer doesn’t add up. Gmail addresses or mismatched domains, vague or incomplete street addresses, and an “alphabet soup” of certifications are all warning signs.
  4. They dodge verification questions. Real recruiters are proud of their client relationships. Fake ones ghost you when you ask for specifics.
  5. They ask you to pay for documents or preparation. No legitimate employer requires this. Ever. This is always the scam.
  6. Watch for the grammar shift. Polished emails that suddenly drop in quality when money enters the conversation? That’s AI-generated content with a human-written sales pitch sloppily stitched in.
  7. Check the metadata. If they send you an “official” document, look at every corner, every file property, every detail. Scammers are playing a numbers game, and as a result, they’re often rushed and sloppy. Sometimes they literally leave the watermark.
  8. The emotional setup is part of the scam. Flattery, validation, and the sense that someone finally sees your worth is intoxicating, especially when you’ve been job hunting for months. That’s by design. The best time to be skeptical is when you most want to believe.

Why this matters right now

This isn’t just my problem. It’s an epidemic:

AI tools are making these scams more polished, more personalized, and harder to detect. The “spray and pray” emails with obvious typos are being replaced by tailored, multi-email campaigns that build trust over weeks before making their move.

If you’re job searching (or know someone who is), please share this post and the video. The more people know what to look for, the less effective these scams become.

Watch the video

Once again, here’s the video, where I walk through the entire scam step by step, from the first email to the ChatGPT watermark:

And if you haven’t already, subscribe to the Global Nerdy YouTube channel. There’s more coming soon, and I promise it’ll be less infuriating than this one. Probably.

Report it

If this has happened to you, here’s where to report it:

And if you’ve got your own story about a fake recruiter, drop me a line on LinkedIn! Let’s make these scams harder to pull off.

Categories
Podcasts What I’m Up To

Your first warning

Coming soon to your favorite podcast platform: me and Cory Doctorow — two guys from Toronto — on the This Week in Tech podcast!

The live recoding will take place on Sunday, March 8th at 5:15 p.m., and you’ll be able to catch it on most podcasting platforms and YouTube the next day.

Categories
Programming What I’m Up To

Today’s big win

I can’t go into details, but those of you who know your algorithms know how big a deal this is. Better still, the client’s happy.

Categories
What I’m Up To

Global Nerdy and the great, fantastic, no bad, very good year

While doing some “housekeeping” on this blog, it occured to me that Global Nerdy has been ongoing since 2006 and will have its 20th anniversary this August. Over the years, it has garnered more than 10 million pageviews (10,868,814 as I write this) and is on track to hit the 11 million pageview mark this year.

The past couple of months have also shown a climb in readership, probably driven by the AI-related content and traffic directed here by Leo Laporte and my appearances on Intelligent Machines and This Week in Tech:

My thanks to all of you who’ve come by to read! There’s a lot coming up here on the blog and on the Global Nerdy YouTube channel as well. 2026 should be an interesting year!

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What I’m Up To

A busy evening with some of my favorite tools

What’s better than a Pilot G2? A multi-color pack of Pilot G2s!

Categories
Conferences What I’m Up To

Scenes from O’Reilly ETCon 2002

This little trove of photos is entirely Anil Dash’s fault. He recently made a blog post titled How Markdown Took Over the World with a “hero image” featuring a 2002-era iMac setup — the G4 model, which Jony Ive described as the answer to the question “What computer would the Jetsons have had?”

I stumbled across Anil’s article on a Sunday afternoon while doing some home office housekeeping, and thought, Wow, there’s a blast from the past, which was quickly followed by Hey, didn’t I get someone to take a photo of me with one of those iMacs when they were only days old?

Unlike some people, I’ve been archiving my digital photos since I bought my first digital camera in 1998, so it didn’t take long for me to dig up that iMac G4 photo:

I’d normally tell you to click on this photo to view it at full size, but this is full size — a glorious 640 by 480 pixels!

This photo is from a set that I shot while attending the O’Reilly 2002 ETCon, which took place at the Westin Hotel in Santa Clara. It was a little different from the previous year’s edition of the conference, what with everything being scaled down; even the name had been shortened from the original “Emerging Technologies Conference” down to “ETCon.”

(One of us — I don’t recall whom — engaged in a little gallows humor and quipped “Maybe we should call this the Receding Technologies Conference.”)

This was early 2002, when the dot-com bubble burst had grown into a full meltdown. A lot of us had lost our jobs when the companies we worked for had imploded, but most of us had saved enough to attend a couple of conferences, partly to look for our next gigs, and partly because we couldn’t not go and not see our friends and peers.

One of the nice things about this pared-down conference was that it felt a little more personal. There were more opportunities to just hang out as friends and enjoy some “down time” — or what passes for down time when you’re young and have programming skills, spare time, and lots of ideas — with each other.

The geekist lobby on Earth

We did a lot of hanging out in the hotel lobby, which was pretty much a gathering of a lot of Web 2.0 names you might remember from way-back-when, and some of whom are still working away these days.

This was an awesome “hallway track.”

Cory Doctorow.
Damian Stolarz and Wes Felter.
Matt Jones, Quinn Norton, and more!

Cory Doctorow.

Jim McCoy.
Jim McCoy.

 

 

 

The “Virtual Concierge” at the hotel. There was a concierge desk, but instead of a person behind the desk, there was a monitor and camera, through which you spoke to a concierge based in the Philippines. Hello, kababayan!

Out for dinner and to see the new iMacs

A whole bunch of us decided to go into town for an unofficial dinner one evening, which included a run to the Apple Store to see the new iMac G4s. I took a cab with Zooko, Wes Felter, and Aaron Swartz.

Zooko.
Wes Felter and Aaron Swartz.
Lisa Rein tries on my cowboy hat while Jillzilla looks on.
Quinn Norton, Damian Stolarz, and Jillzilla.
Justin Chapweske.
Quinn Norton, Matt Jones, ???
Wes Felter at the Apple Store.
Joey de Villa at the Apple Store with the G4 iMacs.

I suppose I actually attended some conference sessions…

…the only evidence I have of that are these photos.

Clay Shirky, ???, Cory Doctorow.

Nelson Minar and ??? (trying to remember his name).

Attack of the House Party / Attack of the Clones

???, Danny O’Brien, Meg Hourihan.

Star Wars: Attack of the Clones had just been released around the time of the conference, and a number of us decided to go catch the movie. It was decided that we’d pre-game at Quinn Norton’s and Danny O’Brien’s house. This worked well for Aaron, as it wasn’t an age-restricted event at a bar.

In the foreground: Aaron Swartz chats with Lucas Gonze. In the background: Kevin Burton looks on and Matt Jones peeks suspiciously through a doorway.
Meg Hourihan, Bram Cohen, Quinn Norton, Cory Doctorow and Jason Kottke.
Bram Cohen, Danny O’Brien, Kevin Burton.

After hanging out at the house for a little bit, we made our way to the theatre. We somehow managed to get tickets despite the crowds and our late arrival.

We’d broken up into smaller groups, and Aaron was with me. There were very few seats left, but the front row was still free.

“Front row, then?” I asked Aaron, and he said “Sure.” We took a couple of seats on the left side.

There was still a fair bit of time to kill before the coming attractions came on, never mind the film.

“Dare you to play something,” Aaron said, pointing at my accordion.

“You are so on, young man,” I said. I stood up and played the Star Wars main theme and the Imperial March, getting the audience all riled up.

We went to see the just-released Attack of the Clones that night!

When the film started, I wanted to get a picture for my blog review. As I pulled out my camera, I said “Keep an eye out for ushers” as I snapped a picture of the opening crawl.

We both got a great laugh out of an all-caps line in the crawl, “CLONE ARMY OF THE REPUBLIC,” and for the next few months, it became a catchphrase for us in IRC chats: “PEER-TO-PEER ARMY OF THE REPUBLIC”, “BOY BAND ARMY OF THE REPUBLIC”, “UNDERPANTS ARMY OF THE REPUBLIC”, and so on.

Final day

On the final day of ETCon, we ditched the lobby and went poolside…

Quinn Norton.
Nelson Minar, Clay Shirky, Wes Felter.
Cory Doctorow wearing his goggles. Alas, no cape or hot-air balloon.
Damien Stolarz in Cory’s goggles.
Sam Ruby, Nelson Minar, Cory Doctorow, Wes Felter, Joey de Villa.

It’s hard to believe it was that long ago.

 

Categories
Artificial Intelligence What I’m Up To

Coming soon to a Tampa Bay AI Meetup near you

I’m working on both securing venues and planning topics for Tampa Bay Artificial Intelligence Meetup’s sessions for 2026. My notes above should give you an idea of at least one of the topics we’ll cover soon!