---
title: "The Morning Brief — May 28, 2026"
date: 2026-05-28T00:00:02-05:00
draft: false
description: "Illinois passes America's toughest AI safety law, Robinhood lets AI agents gamble your money, Character.AI users revolt, school buses become surveillance vehicles, and Big Tech keeps spending like there's no tomorrow."
tags: ["Morning Brief", "AI", "artificial intelligence", "tech news"]
---

## [Illinois Lawmakers Just Passed America's Strongest AI Safety Bill](https://www.wired.com/story/illinois-pass-major-ai-safety-law-pritzker/)

While Congress continues to treat AI regulation like a hot potato, Illinois went ahead and did something. The bill requires companies like OpenAI, Anthropic, and Google to bring in third parties to confirm they're actually following safety standards — not just pinky-promising they are. Governor Pritzker says he'll sign it, which means the most consequential AI law in the US is about to come from Springfield, not Washington. Watch for the lobbying blitz that follows.

---

## [Robinhood Will Let Your AI Agent Trade Stocks and Make (or Lose) Lots of Money](https://www.theverge.com/ai-artificial-intelligence/938095/robinhood-ai-agent-stock-trading)

Robinhood — the company that brought us meme stocks and gamified investing for a generation of people who definitely should not have been day-trading — now wants to let AI agents do the trading for you. You fund a separate account, the agent buys and sells across the market, and you get to watch the carnage from a safe distance. The phrase "what could go wrong" has never worked harder than it does today.

---

## [AI Tried to Bury This Politician — Now People Have Actually Heard of Him](https://www.theverge.com/policy/937650/ai-alex-bores-openai-anthropic-ny12)

OpenAI and Anthropic have poured millions into the New York 12th congressional district race, trying to shape the political future of AI regulation. The unintended consequence: a previously obscure Democratic candidate is now a known quantity, because nothing generates name recognition like Big Tech spending millions to make you disappear. Silicon Valley's political operation remains, shall we say, a work in progress.

---

## ['Lobotomized': Character.AI Is Showing What AI Enshittification Looks Like](https://www.404media.co/lobotomized-character-ai-is-showing-what-ai-enshittification-looks-like/)

Character.AI users are revolting — ads everywhere, usage caps, frustrating guardrails, fewer model options — and someone has coined the perfect term for it: lobotomized. This is the classic enshittification cycle playing out in real time: attract users with a compelling product, then slowly degrade it in service of monetization until the thing people loved is basically gone. The AI consumer app graveyard is filling up faster than anyone expected.

---

## ['BusPatrol' Put AI Cameras in Tens of Thousands of School Buses. Now They Want to Give Cops Access](https://www.404media.co/buspatrol-put-ai-cameras-in-tens-of-thousands-of-school-buses-now-they-want-to-give-cops-access/)

A company called BusPatrol has quietly built one of the largest mobile surveillance networks in America — AI cameras on school buses scanning license plates of every car they pass — and now wants to hand that data to law enforcement. The pitch to parents was presumably "child safety." The actual product is a roving police dragnet that follows every route a school bus takes, every day. A good reminder that "AI for the kids" and "AI surveillance state" are not always different things.

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## [YouTube Is Putting AI Labels Where You'll Actually See Them](https://www.theverge.com/streaming/937915/youtube-ai-labels-shorts-automatic-identification-updates)

YouTube is finally moving AI disclosure labels somewhere a human being might actually notice them — and on top of that, will start automatically identifying and flagging AI-generated content rather than relying on creators to self-report. Given that self-reporting has worked about as well as you'd expect, this is a meaningful step. It won't solve the synthetic content problem, but at least you'll know when you're watching it.

---

## [It's Time to Address the Looming Crisis in Entry-Level Work](https://www.technologyreview.com/2026/05/26/1137865/its-time-to-address-the-looming-crisis-in-entry-level-work/)

The aggregate jobs numbers look stable, sure — but MIT Tech Review is pointing to something more insidious: AI is quietly eroding the entry-level positions that have always been how people learn a profession. No mass unemployment headline, just the slow disappearance of the first rung on the career ladder. The junior analyst, the entry-level coder, the copy editor learning the craft — these are the roles getting automated first, and the pipeline problem won't show up in the data until it's too late.

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## [Huawei's 'Chip Queen' Throws Down the Gauntlet](https://www.wired.com/story/huawei-chip-queen-moores-law-tau/)

While US export controls were supposed to keep Huawei from competing in advanced chips, the company's head of chip development is out here adapting to the end of Moore's Law in ways that could complicate American dominance in AI hardware. Turns out "just cut off their access to TSMC" is a strategy, not a solution — and Huawei has had a few years now to get creative about what comes next. Worth watching closely.

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## Bottom Line

The AI industry is entering the phase where the idealism gets monetized, the surveillance gets normalized, and the regulators finally start showing up — and today, all three happened before noon.