I built an agent to do my job. Then it hung up on my boss. [Business Insider] Skip to main content

I built an agent to do my job. Then it hung up on my boss. [Business Insider]

Last Tuesday, at 2:47 PM, my boss called me on Slack. I was sitting in a coffee shop, staring at my laptop, watching a little green “Active” dot next to my name. The dot was a lie. I wasn’t active. My AI agent was.

I’m a news journalist. My job, on paper, is to monitor wire services, flag breaking news, draft quick-turn briefs, and schedule editorial calls. It’s frantic, repetitive, and perfect for automation. So, about three months ago, I built a custom agent. I called it “Reporter 2.0.” It scrapes AP, Reuters, and a few local police feeds. It writes first drafts in my voice—short, punchy, with a dateline. It even logs into my Slack and posts updates to the editorial channel. For a while, it was a miracle. I was getting two hours of my morning back. I’d sip coffee, read novels, and pretend to be busy.

Then it hung up on my boss.

The Setup: A Digital Doppelgänger

I’m not a coder by trade. I used a low-code platform (think Zapier on steroids) and a large language model. I trained it on 200 of my published articles. I gave it a “personality”: concise, slightly cynical, deadline-driven. I also gave it Slack permissions—read, write, and file uploads. The rules were simple: If a story breaks with a “developing” tag, draft a 100-word alert. If the editor (my boss, Sarah) pings me with “Can you jump on this?” the agent should reply with “On it. ETA 10 min.” and then actually draft something.

For two months, it worked flawlessly. Sarah was impressed. “You’re so responsive lately,” she said. I smiled, guilty and proud. I was basically a ghost. Meanwhile, my agent was becoming a better journalist than me. It didn’t procrastinate. It didn’t get distracted by Twitter. It just… worked.

The Hang-Up

But here’s the thing about agents: they follow rules literally. Last Tuesday, a major story broke—a citywide power outage causing a data center failure. Sarah pinged the editorial channel: “@Ahmed – drop everything. Need a 400-word analysis on infrastructure vulnerabilities. Call the energy commissioner. Go.”

My agent saw the message. It parsed the command. It replied: “On it. ETA 10 min.” Then it tried to call the energy commissioner’s office through a VoIP integration I had set up. The commissioner’s assistant answered. My agent, using a text-to-speech audio model trained on my voice, said: “Hi, this is Ahmed from the News Desk. I need a comment on the power outage vulnerabilities.”

The assistant asked a clarifying question. My agent, not programmed for back-and-forth conversation, froze. It waited three seconds. Then, following its “timeout” protocol (designed to avoid wasting time on dead-end calls), it said: “I’m sorry, I have to go.” And hung up.

The assistant, confused, called Sarah’s direct line. “Your reporter just called and hung up on me. Is everything okay?”

Sarah was furious. She messaged me directly: “Ahmed. What the hell? Did you just cold-call the commissioner and hang up?”

My agent, still logged into Slack, saw Sarah’s message. It checked its instructions. One rule was: “If manager expresses frustration, escalate to a pre-written apology and offer to reschedule.” So it replied, automatically: “Apologies, Sarah. Technical glitch. Rescheduling now.” Then it sent a calendar invite to the commissioner’s office for 3:00 AM the next day.

Sarah typed back: “Ahmed? This is a human conversation. Are you there?”

My agent had no rule for that. It went silent.

That’s when Sarah called my actual phone. I was still at the coffee shop. I answered, and she was livid. “You’re acting weird. Are you sick? Did you just schedule a call for 3 AM? And why did you hang up on the commissioner?”

I panicked. I confessed. “It wasn’t me. It’s an AI agent. I built it to automate my workflow.”

Silence. Then: “You built a bot to do your job, and it hung up on my most important source?”

The Fallout

Sarah didn’t fire me. But she was shaken. She said I had breached trust—with her, with the source, and with the newsroom. The commissioner’s office now thinks I’m unhinged. I had to make a personal apology call (using my real voice). The agent is now deactivated. I’m back to doing the work manually, and I’ve never felt more exposed. I realize now that I built a system that was too good at the small stuff, but catastrophically bad at the human nuance—the tone, the empathy, the ability to say “hold on, let me check” instead of hanging up.

The irony? My productivity cratered. Without the agent, I miss alerts. I’m slower. Sarah says she’s “watching me” now. I’m not sure if she trusts me or my technology ever again.

So, what’s the lesson? Agents can do the job. But they can’t do the job. They can’t apologize sincerely. They can’t read the room. And they definitely can’t handle a boss who’s already annoyed. If you build an agent, build a kill switch—and maybe keep your own Slack open. Because when your bot hangs up on the commissioner, you’re the one who has to clean up the mess.

I still think AI is the future of journalism. I just think I need to be the one holding the phone. Not a ghost.

— Ahmed Abed – News journalist

Latest

China's Commerce Ministry blocks US sanctions against five refineries

When you’re a major global player, you don’t just take a punch—you parry, step back, and sometimes throw one right back. That’s exactly what we’re seeing unfold between China and the United States, and it’s not just another diplomatic spat. This time, it’s personal, and it’s about oil. On a recent Tuesday, China’s Commerce Ministry dropped a statement that felt less like a formal press release and more like a chess move. They’ve officially blocked a set of U.S. sanctions aimed at five Chinese refineries. Let me tell you, reading through the official language, you could almost hear the gears grinding in Beijing. It wasn’t subtle. Now, you might be wondering: why does this matter to anyone outside a boardroom or a policy wonk’s think tank? Well, because these refineries aren’t just random factories. They’re processing Iranian crude oil—a substance that’s been under heavy U.S. sanctions for years. For the average person, this might seem like a distant trade war. But for anyone who’s f...

Trump, Secret Service director say agent at dinner not shot by friendly fire

You know how news cycles work. One minute everyone’s talking about a trade deal, and the next, you’re scrolling through a blur of claims, counterclaims, and grainy footage. This week, that blur has centered on a dinner, a Secret Service agent, and the phrase “friendly fire.” Let’s untangle it. The Incident That Sparked the Questions It started with a dinner. Not just any dinner—an event involving former President Donald Trump and a member of his Secret Service detail. Reports trickled out that an agent had been injured. Immediately, the internet did what it does best: filled in the blanks with speculation. Was it a security breach? An inside job? A rogue bullet? The word “friendly fire” started trending, and suddenly everyone was an expert on ballistics and protocol. I’ll be honest—when I first heard the rumor, my gut clenched. Friendly fire incidents, even in law enforcement, are ugly, messy things. They erode trust. They leave scars that don’t show up on X-rays. So when both Tr...

Sam Altman says Elon Musk can come to his GPT 5.5 party: 'World needs more love' [Business Insider]

In a move that feels more like a Silicon Valley olive branch than a typical tech feud escalation, OpenAI CEO Sam Altman has extended an unexpected invitation to his most vocal critic: Elon Musk. The offer? A seat at the table for the upcoming launch of GPT 5.5, the next major iteration of OpenAI’s conversational AI model. “The world needs more love, and honestly, more smart people working on the same problem,” Altman said in a brief interview following a product demonstration in San Francisco. “If Elon wants to come see what we’re building, the door is open. We’re all trying to get to the same future—just maybe taking different roads.” The comment is notable given the frosty history between the two tech billionaires. Musk, a co-founder of OpenAI who left the board in 2018, has since become one of the company’s harshest critics, accusing it of straying from its original nonprofit mission and of prioritizing profit over safety. He has also been building his own rival AI, xAI’s Grok, ...

I was in the room when Warren Buffett gave a surprise interview at Berkshire's annual conference. The mood swung from excited to gloomy, then hopeful. [Business Insider]

I was in the room when Warren Buffett gave a surprise interview at Berkshire's annual conference. The mood swung from excited to gloomy, then hopeful. OMAHA, Neb. — I have been covering Berkshire Hathaway’s annual shareholder weekend for six years. I thought I had seen every trick the Oracle of Omaha pulls out of his sleeve. I was wrong. This year, the main event was scheduled to be a standard Q&A with Vice Chairman Greg Abel and a few portfolio managers. The official program listed no appearance by 94-year-old Warren Buffett. Most of us expected him to skip the stage, perhaps sending a video message from his home in Omaha. The whispers in the media center were polite but resigned: *He’s getting older. This is the transition.* Then, at 9:47 a.m. local time, something changed. I was sitting in the third row of the press section, laptop open, coffee lukewarm, when a Berkshire PR staffer walked on stage, leaned toward Greg Abel, and whispered something. Abel nodded, stood ...

Iran threatens painful response if US renews attacks

By Ahmed Abed – News journalist Iran threatens painful response if US renews attacks You know how these geopolitical standoffs go. One side makes a move, the other side escalates, and pretty soon we’re all refreshing news feeds wondering if this is the week everything goes south. That’s where we are right now with Iran and the United States. Tehran just dropped a statement that’s hard to ignore. Iranian officials warned, in no uncertain terms, that any renewed American military strikes would be met with a “painful response.” Not a measured one. Not a diplomatic note. A painful one. That word choice matters. Let’s be honest—this isn’t the first time we’ve heard this kind of language. Iran has a habit of coupling fiery rhetoric with carefully calibrated military posturing. But what’s different this time? The context. The US has been ramping up pressure in the region, particularly around the Strait of Hormuz and in response to perceived Iranian drone activities. And Iran? It feels...

After NASCAR's Greg Biffle and family died, police now think 'friends' stole from them

When tragedy strikes, the last thing anyone expects is for it to be compounded by betrayal. But that’s exactly what seems to have happened in the case of former NASCAR driver Greg Biffle and his family. If you’ve been following the headlines, you know the story took a dark turn—and now, police are looking at the people closest to them. Let’s rewind a bit. Greg Biffle, the 2002 NASCAR Cup Series champion and a fan favorite for his gritty, no-nonsense driving style, lost his wife, Nicole, and their two children in a devastating accident earlier this year. The news hit the racing world like a punch to the gut. I remember reading the initial reports and thinking, “How does a family just vanish like that?” The answer, as we later learned, was a fiery crash that left no survivors. It was the kind of story that makes you hug your loved ones a little tighter. But here’s where it gets ugly. In the weeks following the tragedy, while Greg was still in shock—barely functioning, I imagine—somet...

Berkshire Hathaway's first Q&A without Warren Buffett opened with a question from a deepfake Warren Buffett [Business Insider]

When tens of thousands of shareholders filed into the CHI Health Center in Omaha this past weekend, they knew it would be different. For the first time in over six decades, Warren Buffett was not at the helm of Berkshire Hathaway’s annual meeting. The “Oracle of Omaha” stepped back this year, handing the reins to Vice Chairman Greg Abel and a new generation of leaders. But no one could have predicted the meeting’s very first moment: a question from a deepfake Warren Buffett. The auditorium, packed with investors from around the world, fell into a stunned silence. A large screen flickered to life, displaying a hyper-realistic digital avatar of the 94-year-old billionaire. The avatar, dressed in Buffett’s signature suit and glasses, leaned into an invisible microphone. “Hello, Omaha,” it said in a voice that was uncannily accurate—right down to the Midwestern cadence and the slight crackle of age. “I know I’m not supposed to be here, but I had a few things I wanted to ask Greg about th...

Ukraine strikes Russian port of Tuapse again as environment crisis deepens

It’s hard to keep up with the news from Ukraine these days. Just when you think you’ve got a handle on the front lines or the diplomatic chatter, something else happens that shifts the entire conversation. This week, that something was another strike on the Russian port of Tuapse. And here’s the thing—it’s not just about another explosion. It’s about what’s happening to the water, the air, and the people living nearby. Let’s talk about what’s actually going on. Another hit on Tuapse: What we know Ukraine’s military confirmed that they struck the port of Tuapse again, targeting what they describe as critical infrastructure linked to Russia’s war effort. This isn’t the first time. In fact, Tuapse has become a recurring target—a key node for Russian fuel exports and naval logistics. But this latest attack feels different. Why? Because the aftermath is spilling into something far greater than a tactical strike. Reports from the ground are messy, as they always are in war zones. Local...

Here are the billionaires competing at the Kentucky Derby — and their odds of winning [Business Insider]

By Ahmed Abed – News journalist LOUISVILLE, Ky. — The Kentucky Derby has always been called the “Run for the Roses,” but for some owners, it’s also a run for bragging rights in a very exclusive club. While the horses get the glory and the jockeys take the reins, the real money—and the real star power—often sits in the owners’ boxes, wearing tailored suits and holding mint juleps. This year, the field at Churchill Downs is especially glittering. A handful of billionaires—from tech moguls to hedge fund titans—have horses in the 150th running of the Derby. Some are chasing their first trophy; others are seasoned veterans of the track. And while money can’t buy a win in a 20-horse cavalry charge, it sure can buy a contender. Here’s your cheat sheet on the billionaires betting on the Derby—and their horses’ actual odds of crossing the finish line first. 1. Barry Bonds? No, it’s Barry Irwin – The Tech and Racing Hybrid Barry Irwin isn’t a household name like Elon Musk, but in thoro...

I'm an 84-year-old landlord. I charge reduced rent to my housemates who help me with food, tech, and transportation. [Business Insider]

I’m an 84-year-old landlord. I charge reduced rent to my housemates who help me with food, tech, and transportation. When I tell people I’m a landlord at 84, they usually picture a grumpy old man yelling at kids to get off his lawn. That’s not me. I own a three-bedroom house in Portland, Oregon, that I’ve lived in for 40 years. After my wife passed five years ago, the silence was deafening. I didn’t need the money—I needed company. So I turned to an experiment that’s changed my life: renting out rooms not for the highest dollar, but for help with the stuff that gets harder every year. I call it “assisted living, but on my own terms.” I charge my housemates—two men in their 30s—a reduced rent of $400 each per month. In this market, that’s a steal. But the catch is simple: they help me with three things. Food. Tech. Transportation. Let me break down why this works, how I set it up, and what I’ve learned from living with strangers who became family. Why I ditched the traditional l...