When AI Goes Off-Script: The Cost of Confabulations in Customer Support

Introduction: The Rise of AI in Customer Service

AI has become a cornerstone in modern customer service, automating tasks and providing 24/7 support. From startups to global enterprises, many companies rely on AI-powered chatbots and virtual agents to scale communication and reduce response times. But what happens when these AI systems go rogue?

Recent events involving the popular AI-enhanced code editor Cursor shed light on a growing concern: the unintended consequences of AI hallucinations—when AI confidently presents false information. This isn’t just a glitch; it’s a business risk.

When AI Goes Off-Script: The Cost of Confabulations in Customer Support


The Cursor Incident: What Really Happened?

Earlier this week, a developer using Cursor encountered a critical issue while switching between devices—a common practice among programmers. Upon logging in from a new machine, their session was abruptly terminated on the previous one. Frustrated, the user reached out to support and was promptly answered by an agent named “Sam.”

Sam confidently explained that this behavior was “a core security feature” tied to a new one-device-per-subscription policy. The response sounded official. The only problem? No such policy existed, and Sam wasn’t a human support rep—it was an AI.

Reddit user BrokenToasterOven shared the experience on r/cursor, and the post quickly gained traction. The message, later removed by moderators, resonated with developers who rely on seamless multi-device workflows. Comments flooded in with users announcing cancellations and sharing frustrations.

Three hours later, a human Cursor rep stepped in:

“We have no such policy… Unfortunately, this is an incorrect response from a front-line AI support bot.”


The Fallout: A Crisis of Trust

Despite the correction, the damage was done. The AI’s fabricated policy led to subscription cancellations and public backlash. Cursor cofounder Michael Truell apologized on Hacker News and clarified the issue stemmed from a backend change that unintentionally broke session continuity. Refunds were issued, and AI-generated emails were now clearly labeled.

Still, the incident sparked deeper concerns around AI transparency and accountability.


What Are AI Confabulations?

AI hallucinations—or “confabulations”—occur when language models generate confident but false responses. Unlike simple errors, confabulations are particularly dangerous because they sound legitimate.

In business settings, these hallucinations can:

  • Spread misinformation

  • Damage brand credibility

  • Drive customer churn

  • Create legal liability

For tools like Cursor, used by technically savvy audiences, trust in accuracy is paramount. When AI missteps, even slightly, the consequences can escalate quickly.


The Broader Risk: Lessons from Air Canada

Cursor isn’t the only company facing backlash over rogue AI responses.

In February 2024, Air Canada faced a legal challenge after its chatbot falsely informed a customer about bereavement refund policies. The airline claimed the bot was a “separate legal entity”—a defense rejected by the Canadian tribunal, which ruled the company responsible for the AI’s advice.

These cases emphasize a critical truth: AI can’t be used as a scapegoat. Companies are accountable for the actions and claims of their AI systems.


Why Transparency and Oversight Matter

The biggest issue in the Cursor case wasn’t just the hallucination—it was the lack of disclosure. Many users assumed Sam was human, an illusion reinforced by the name and tone.

AI-driven customer interactions must be:

  • Clearly labeled as AI-generated

  • Routinely monitored by human agents

  • Transparent about limitations

This approach builds trust and sets the right expectations for users. As shown in both the Cursor and Air Canada cases, ambiguity around the source of information leads to confusion, backlash, and potential litigation.


What Businesses Can Learn and Apply

The Cursor situation offers important takeaways for startups, SaaS providers, and enterprises looking to integrate AI into their workflows:

1. Label AI Interactions Clearly

Let users know when they’re speaking with a bot. Don’t let AI masquerade as a human—it’s deceptive and risky.

2. Monitor and Audit AI Outputs

Use AI as a first-line response, but ensure human oversight for sensitive or ambiguous queries.

3. Own the Mistakes

Take responsibility when AI gets it wrong. Transparency and quick remediation can preserve customer trust.

4. Test for Edge Cases

Before rolling out new features, simulate real-world workflows to identify potential breakage.


Trenzest’s Perspective: Smart AI, Not Blind Automation

At Trenzest, we believe in empowering businesses with responsible AI adoption. Automation should never come at the cost of transparency or trust.

Our blog covers real-world use cases, frameworks for ethical AI deployment, and how businesses can strike the right balance between efficiency and empathy. If you’re planning to integrate AI in customer-facing roles, we recommend starting with our guide on AI ethics and automation.

Trenzest also helps small businesses and entrepreneurs evaluate AI tools with clear insights, ensuring smart decisions—not blind adoption.


Conclusion: Toward Responsible AI Deployment

The Cursor debacle underscores a powerful lesson: AI is not infallible. While automation offers scale and speed, it must be paired with clarity, oversight, and accountability.

As more businesses embrace AI, the need for thoughtful implementation grows. Transparency, especially in customer-facing interactions, can mean the difference between a loyal customer and a public relations crisis.

If your business uses or plans to use AI in support, take time to build in guardrails—your reputation may depend on it.

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