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The OpenClaw Email Incident: The Real Lesson Was Never ‘AI Went Rogue’

Written by Tony Wood | Feb 24, 2026 4:38:00 PM

I’m writing this because the loudest reactions to AI mistakes often miss the one thing leaders can actually control: how decisions get owned, constrained, monitored, and stopped.

What Happened (And Why The Internet Reacted The Way It Did)

If you’ve ever watched a story like this unfold, you’ll recognise the pattern:

  • Something goes wrong.
  • The narrative becomes “AI is dangerous”.
  • The operational reality gets ignored.

Here’s the thing. Most “AI disasters” are not magic. They are process failures with an AI-shaped trigger.

Glen McCracken captured the core problem better than most:

"Every time I hear someone say “AI went rogue” they reveal something important. They have no idea what they are talking about. AI does not wake up at 3am, creep around your servers, and arbitrarily decide to send an email to all suppliers... Most AI “failures” share the same root cause: no one owned the decision."

(https://www.linkedin.com/posts/glenmccracken_every-time-i-hear-someone-say-ai-went-rogue-activity-7393890228052336640-SD-h)

That line, “no one owned the decision”, is the leadership takeaway.

Not “ban the tool”.

Not “blame the user”.

Not “panic about the future”.

The Uncomfortable Truth: Agents Make Human-Like Mistakes

Agentic workflows are systems where an AI can plan and take actions across tools, not only answer questions. That is powerful, and it is also where risk lives.

Most failures look boring in hindsight:

  • Permissions were too broad
  • The agent had ambiguous instructions
  • There was no “are you sure?” checkpoint
  • Monitoring was missing or ignored
  • Escalation paths were undefined

David Biggs put it bluntly, and I agree with the spirit of it:

"Any advanced program has gaping holes and tons of missing parameters/guardrails, not to mention architecture often built on limited imagination input. This is both because of the well-documented commercial marketing push to \"just get it out\" before it's ready, as well as the fact that any program with a million lines of code will simply have logic and parameter gaps. That's what beta testing is even for."

(https://www.linkedin.com/posts/david-biggs-3346825_thats-not-emergence-in-a-deep-ontological-activity-7428168112589516801-0zVK)

If you lead a function, a product, or a business unit, this should change your posture from “Can we trust AI?” to “What must be true for this workflow to be safe?”

The Leadership Reframe: Stop Treating AI Like A Colleague

Teams often talk about agents as if they are junior staff. That is a useful mental model for productivity, and a dangerous one for governance.

Because infrastructure does not only advise. It executes.

Alex DiMarco nails the governance gap:

"The governance gap is that infrastructure doesn’t merely inform decisions, it executes them. No one would put a child in charge of life-changing actions without strict boundaries, clear limits, and strong guardrails, yet we often give AI that kind of operational leverage."

(https://www.linkedin.com/pulse/crucial-need-build-ai-guardrails-working-through-real-alex-dimarco-amwye)

So the question becomes:

  • Where are we letting software execute outcomes that used to require human intent?

That is the board-level risk conversation, without the drama.

A Practical Playbook: How To Run Agentic Workflows Without Regret

This is the bit I wish more posts covered. You can move fast and still be responsible. You need a few non-negotiables.

1) Assign A Single Accountable Owner Per Agentic Workflow

Not a committee. Not “the AI team”. Not “IT”.

Pick one named owner who:

  • defines what “good” looks like
  • approves permissions
  • owns incident response
  • runs post-incident learning

If something goes wrong, you want diagnosis, not blame.

2) Use Permission Design As Your First Guardrail

Before prompts, before models, before tool choice, do this:

  • Separate “read” from “write” permissions
  • Separate “draft” from “send” actions
  • Restrict deletion, refunds, cancellations, and external comms by default
  • Use dedicated service accounts, not personal inboxes or personal drives
  • Limit scope by customer segment, region, or ticket type

If you do nothing else, do this.

3) Put Human Checkpoints On Irreversible Actions

A simple policy works:

  • If it’s irreversible, it needs human confirmation.
  • If it touches customers, money, legal, or reputation, it needs human confirmation.
  • If it affects more than a small threshold, it needs human confirmation.

Examples of low-friction checkpoints:

  • “Generate draft only” for supplier emails
  • “Queue for approval” in HubSpot before sending
  • “Two-person rule” for finance actions in Xero

4) Monitor Guardrail Degradation, Not Only Output Quality

This is the subtle failure mode leaders miss. A system can look fine until it isn’t.

Carlos Rodriguez describes what “grown-up” mitigations look like:

"This story is heartbreaking and as a father of three young adults, I truly hope that OpenAI and others see the importance of crucial mitigations like guardrail degradation monitoring and safety-focused escalation procedures (i.e., detection + action). The limitations of these models are known, but the implications of their failure modes are playing out in real time and we should all pay attention."

(https://www.linkedin.com/posts/carlos-rodriguez-🇵🇷-83a9189_this-story-is-heartbreaking-and-as-a-father-activity-7366436783749754882-YmAb)

In plain terms, you want signals that tell you the system is drifting:

  • spikes in tool calls (sudden bursts of actions)
  • repeated retries (agent “stuck” behaviour)
  • unusual destinations (new domains, new recipients, new folders)
  • permission errors (probing behaviour)
  • changes in instruction sources (new templates, new knowledge base pages)

5) Build An Escalation Ladder That People Will Actually Use

Most escalation paths fail because they are too slow, too formal, or too unclear.

Make it simple:

  • Red button: one way to pause the workflow immediately
  • Triage: who looks first, and within what time window
  • Containment: what gets revoked, rotated, or isolated
  • Customer comms: who speaks, and what the approved templates are
  • Learning: one-page post-incident notes shared internally

This protects your customers and your team’s mental load. This stuff is genuinely hard when you’re also trying to hit targets.

What I’d Do This Week If I Owned AI Risk

If you want a fast, leadership-friendly starting point, run a 60-minute session with Ops, IT, and Risk.

Bring one workflow you want to automate, then answer:

  • What action can this agent take today?
  • What action must it never take?
  • What is the blast radius if it fails?
  • What is the “human in the loop” checkpoint?
  • What telemetry proves it is behaving?
  • Who can pause it, right now, without permission theatre?

Then pilot it small:

  • one team
  • one channel
  • one week
  • clear success and stop criteria

Evidence beats opinion. Iterate.

The Real Lesson

The OpenClaw story is not a reason to freeze. It’s a reminder that leadership is not about avoiding mistakes. It’s about building systems that fail safely, learn quickly, and protect people.

Agentic workflows are likely to become a normal part of work. The organisations that win will not be the ones with the most automation. They will be the ones with the clearest ownership and the best guardrails.

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