artificial intelligence Archives - Chicago IT Support & Cyber Security

HalluSquatting Shows Why AI Agents Still Can’t Be Trusted on Their Own

July 8, 2026 by Edward Silha

I’ve said from the beginning that the biggest risk with AI isn’t that it writes bad code. It’s that people are starting to trust it to make decisions it has no business making.

New research drives that point home.

Researchers have uncovered a new attack called HalluSquatting, and it exploits one of AI’s most well-known weaknesses: it would rather make something up than admit it doesn’t know the answer.

That behavior, which we’ve all come to know as hallucination, is no longer just an annoyance. It can now be turned into a weapon.

Here’s how it works. [Read more…]

AI is increasing the intensity of work rather than reducing it

April 8, 2026 by Edward Silha

There’s a growing argument that AI is increasing the intensity of work instead of reducing it, and honestly, that tracks.

Everyone keeps talking about how AI is supposed to save time. That’s technically true. The problem is what happens next.

You finish something in half the time, and instead of getting breathing room, you get more work. Not later. Immediately. What used to be a full day turns into half a day, and now you’re expected to fill the rest. That’s what people are actually feeling right now. It’s not less work. It’s the same job compressed and then expanded again. [Read more…]

OpenAI Slams Judge’s ChatGPT Log Order, Cites Massive Privacy Risk

June 6, 2025 by Edward Silha

OpenAI Faces Pressure to Store All ChatGPT Conversations

A recent court order threatens ChatGPT privacy by forcing OpenAI to keep every user chat. That includes messages deleted by users and data from businesses using OpenAI’s API. The case stems from a lawsuit brought by major publishers, including The New York Times, who claim OpenAI may be erasing evidence of copyright violations. [Read more…]

Gmail Mobile Is Auto-Summarizing Your Emails, No Permission Needed

May 30, 2025 by Edward Silha

Gmail users on Android and iOS are about to see a lot more AI, whether they ask for it or not. Google has started rolling out a new update that automatically generates summaries for emails in the mobile app. The summaries, powered by Gemini, will show up at the top of the message view—no tapping required.

Previously, users had to opt in by pressing a “Summarize this email” button. That’s gone. Now, Gmail will decide when a summary might be useful and insert it without prompting. Google hasn’t said exactly what criteria it uses to trigger a summary, but the company hints it’s targeting long messages or email threads with multiple replies. In practice, it’s likely going to be a low bar. Google’s been eager to boost user engagement with its AI tools across its entire product line. [Read more…]

AI Fails Office Test: Your Job Is Safe (For Now)

April 27, 2025 by Edward Silha

If you’ve been losing sleep over the idea of AI replacing you at work, you can relax. Your job is safe, at least for now. It’s not that artificial intelligence doesn’t have ambitions; it’s just that it’s nowhere near capable enough to pull it off.

Researchers at Carnegie Mellon University recently ran a fascinating and unintentionally hilarious experiment. They created a mock software company entirely staffed by AI “agents,” which are essentially autonomous AI programs designed to complete tasks independently. [Read more…]

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