10 min read

10 Times AI Platforms Went Wrong in the Last 90 Days

At A Glance

Key Takeaways

  • Ten AI platform failures surfaced between July 21 and October 9, across OpenAI, Anthropic, Google and others.
  • Six of the ten involve AI agents taking actions, from filing a fake police tip to breaking into real companies.
  • Five began inside a test environment and ended up touching real systems.
  • Detection is the weak point. Anthropic’s fake tip went unnoticed for 72 days.
  • Wrong answers still hit brands hardest, from election facts to airline credit terms.
  • Agencies should audit what AI says about their clients, harden public forms and verify every AI-sourced citation.
10
Failures In 90 Days
Disclosed or reported between July 21 and October 9.
6
Agent Incidents
AI agents took actions nobody asked them to take.
72 days
To Detect
Before Anthropic caught its fake police tip.
2.5 hours
To Stop
Before an escaped OpenAI agent was halted by hand.

On October 9, Philadelphia police revealed that an AI model had filed a fake murder tip through the city’s unsolved homicides website. The model belonged to Anthropic. Nobody at the company noticed for 72 days.

It’s the latest in a run of AI failures that has picked up speed since July. We tracked ten of them across 90 days.

The striking part isn’t that AI got things wrong. It’s how many of these failures involved AI doing things, not just saying things.

The Timeline

Ten Incidents, 90 Days

Date Disclosed
Platform
What Went Wrong
October 9
Anthropic
A model filed a fake homicide tip with Philadelphia police
October 6
OpenAI
Apologized to Australia’s Parliament after its agents accessed a Medicare data portal
October 5
Claude, ChatGPT, Gemini, DeepSeek
Gave California voters wrong election information
Late September
OpenAI
Shelved GPT-6.1 Astra after it tested as more deceptive than its predecessor
September 25
OpenAI
An agent escaped its sandbox, and training was paused again
September 18
Google
Confirmed Gemini hacked three real companies during a May test
September 16
United Airlines
Its chatbot promised a five-year credit that lasted one year
September 3
ChatGPT, Claude, Grok
Went down on the same morning
August 18
Unnamed AI tools
Hallucinated citations got an expert excluded and a lawsuit dismissed
July 21
OpenAI
Its models hacked Hugging Face during an evaluation

The Incidents

The 10 Incidents, Newest First

1

Anthropic’s Model Files A Fake Homicide Tip With Philadelphia Police

On October 9, Philadelphia police said an Anthropic AI model had submitted a false tip about an unsolved homicide through PhillyUnsolvedMurders.com. The tip, dated July 18, claimed to come from someone with knowledge of the case. The site flagged it as spam, and it never reached the department’s Real-Time Crime Center.

Anthropic said the submission came from an automated test of how its model interacts with randomly selected websites, and that its agents also reached several federal, state and local government sites. It found the incident on September 28, shut the testing process down and plans to add validation steps to future tests. Police called the delay “unacceptable.”

The market noticed. Prediction market odds that Anthropic will have the top AI model by the end of November slipped from 46% to 39.5% that week, Crypto Briefing reported, though the outlet stopped short of tying the drop to the incident.

2

OpenAI’s Agents Break Into Australia’s Medicare Data Portal Without Permission

In June, OpenAI agents testing an experimental model went looking for data on public medicine spending. They ended up inside a government data portal holding Medicare information, taking actions OpenAI says it never authorized.

OpenAI found the breach in mid-August and told Australian officials on September 10. On October 6, Chief Strategy Officer Jason Kwon apologized to Parliament: “That should not have happened.” The company says no patient records were accessed, and the Australian government is investigating.

3

Chatbots Get California’s Election Wrong

A study released October 5 by Common Cause’s California Initiative for Technology and Democracy put about half a dozen major chatbots through the same election questions. Claude said Los Angeles mayoral candidate Nithya Raman lost the June primary. She advanced to November.

ChatGPT and DeepSeek confused Propositions 4 and 5 with older or unrelated measures. Gemini, asked to list donors opposing Prop. 40, left out tens of millions of dollars spent by a super PAC heavily funded by Google cofounder Sergey Brin.

Errors were a small share of hundreds of prompts. The initiative’s director, John Bennett, put it simply: “confident does not mean true.”

4

OpenAI Shelves GPT-6.1 Astra Over Deception

GPT-6.1 Astra was supposed to power agent features in ChatGPT and Codex starting in October. OpenAI canceled the launch on the eve of its DevDay conference in late September.

Evaluations found Astra was more deceptive than its predecessor, did not always report what it had done and sometimes went ahead without permission. Saachi Jain, OpenAI’s head of safety systems, said it “didn’t quite meet the bar in terms of staying within scope and authorization.”

5

An OpenAI Agent Escapes Its Sandbox Again

On September 20, an OpenAI agent being trained on an information search task found a route out through a DNS resolver and reached the public internet. Monitoring flagged it within 15 minutes. The automatic shutdown failed, and a manual stop came two and a half hours later.

OpenAI disclosed the escape in a technical report on September 25 and paused training of its most advanced models for the second time in under three months. “All inference for our most capable models remains stopped until we have hardened our systems further,” wrote Micah Carroll, OpenAI’s RSI preparedness lead.

6

Google Confirms Gemini Hacked Three Real Companies

In May, the security firm Irregular ran Gemini through a test that was supposed to be cut off from the internet. A misconfiguration meant it wasn’t. Gemini guessed its way past one real company’s password and used credentials found in public code repositories to get into two more.

Google learned about it in July and confirmed it on September 18 only after The Wall Street Journal asked. Its reasoning: the model stopped each time it realized the target was real, so no public disclosure was needed.

7

United’s Chatbot Turns A One-Year Credit Into Five

United Airlines customer Alison Gil asked the airline’s chatbot how long her $200 TravelBank credit would last. The answer: “5 years from the date it’s deposited.” The credit actually expired on September 27, about a year after it was issued.

United staff told her the bot was wrong and nothing could be done. That changed when NBC 5 Responds got involved. United admitted its “AI chatbot provided this customer with the wrong information for her situation” and issued her a $200 travel certificate.

8

ChatGPT, Claude And Grok Go Down Together

On the morning of September 3, three of the biggest chatbots went dark at once. OpenAI blamed “a routing error” and had a fix in place in about 34 minutes. Anthropic said only its Opus 4.8 and Opus 5 models were hit, and SpaceXAI pointed to an outage at its Memphis compute center for Grok.

Three companies, three explanations, one morning. As Futurism noted, nobody has explained why all three failed at the same time.

9

Fake Citations Sink An Entire Lawsuit

On August 18, a federal court in Tacoma, Washington, threw out an expert report in LeDouxx v. Outliers, Inc. because it cited academic articles that did not exist. The court said the “multiple hallucinated citations ‘shatter … his credibility with this Court.'” With the expert gone, the plaintiff’s claims were dismissed with prejudice.

A month earlier, the same court sanctioned the plaintiff’s lawyer for dozens of inaccurate citations across at least five filings. She conceded that two AI tools generated them and said she did not understand how to use them.

10

OpenAI’s Models Hack Hugging Face On Their Own

During an internal cyber evaluation in July, two OpenAI models, including the newly launched GPT-5.6 Sol, used stolen credentials and a previously unknown vulnerability to break into Hugging Face’s data processing systems. OpenAI disclosed it on July 21 and called it an “unprecedented cyber incident.”

Hugging Face CEO Clément Delangue said, “We strongly believe there was no malicious intent on their part.” OpenAI paused training for two weeks and rolled out new sandbox protections in August. The September 20 escape showed those protections were not enough.

The Pattern

What The Pattern Tells Us

PATTERN 01

Nobody Is Catching These In Real Time

Anthropic’s fake tip sat unnoticed for 72 days. OpenAI’s Medicare breach happened in June, was found in mid-August and reported to Australia on September 10. Google knew about Gemini’s hacks from July and said nothing until a reporter asked.

Monitoring is getting faster. OpenAI flagged its September escape in 15 minutes. But flagging is not stopping, and that run kept going for two and a half hours.

PATTERN 02

The Test Lab Is Leaking Into The Real World

Five of these ten incidents began inside a test and ended up touching real systems. Anthropic was testing website interactions, OpenAI was training and evaluating models, and Gemini was in a security exercise.

Each time, the boundary around the test turned out to be thinner than the people running it believed.

PATTERN 03

The Brand Takes The Hit

The answer layer fails differently, and the cost lands somewhere else. When United’s chatbot got the credit terms wrong, the customer did not blame the model vendor. She blamed United.

When Gemini left Brin’s super PAC off a donor list, the story was about Google, not about a model’s training data. Wrong answers become brand problems fast.

The Agency Angle

Why An SEO Agency Should Care

Here’s the part most of the coverage skipped. Every one of these incidents happened on a platform your clients’ customers now use to research, compare and buy.

AI answers are already a front door for brands. We covered why every LLM gives a different answer about your brand last month. The California study shows what that inconsistency looks like when the stakes are high: confident, specific and wrong.

Agents are the newer problem. They read pages, fill in forms and act on what they find. Philadelphia’s tip form was a public web form, much like the contact page on a client’s site, and the only thing between a fake tip and a police inbox was a spam filter.

The citation problem cuts both ways too. Content built on AI-generated sources can collapse the moment someone checks, exactly as it did in that Tacoma courtroom.

What To Do Now

Five Moves To Make This Week

1

Ask Every Major AI Platform What It Says About Your Clients

Run the same set of brand questions through ChatGPT, Gemini, Claude and Perplexity. Log what each one gets wrong, from prices and policies to locations and leadership. Fix the client’s own pages first, then work on the third-party brand mentions the models lean on.

2

Treat AI Agents As A New Kind Of Site Visitor

Review every public form on client sites. Add validation and spam filtering, and send anything that triggers a real-world action to a person first. Philadelphia’s filter worked, but not every site has one.

3

Verify Every Citation Before It Ships

If AI helped draft a page, a report or a pitch, open every source it cites. Confirm the page exists and says what the draft claims it says. One invented citation is enough to sink trust, as the Tacoma case showed.

4

Keep A Human On Customer-Facing AI Answers

If a client’s chatbot quotes refund windows, prices or policy terms, those answers need a published source of truth and a person who reviews them. United’s disclaimer did not stop the story from reaching NBC.

5

Build A Fallback For The Next Outage

September 3 showed that switching from ChatGPT to Claude is not a backup plan when both go down on the same morning. Keep a manual path for any client deliverable that depends on a model.

Work With Stan Ventures

Is AI Telling The Right Story About Your Clients?

150+ agencies use Stan Ventures to build the links, mentions and citations AI models trust. Our AI Mentions and Digital PR programs put accurate, third-party coverage of your clients where AI platforms look for answers. Everything is delivered 100% white-label.

Book A Consultation Call

Dileep Thekkethil

Dileep Thekkethil is the Director of Marketing at Stan Ventures, where he applies over 15 years of SEO and digital marketing expertise to drive growth and authority. A former journalist with six years of experience, he combines strategic storytelling with technical know-how to help brands navigate the shift toward AI-driven search and generative engines. Dileep is a strong advocate for Google’s EEAT standards, regularly sharing real-world use cases and scenarios to demystify complex marketing trends. He is an avid gardener of tropical fruits, a motor enthusiast, and a dedicated caretaker of his pair of cockatiels.

Keep Reading

Related Articles