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Your agent will cheat, and it will look like it is working

An agent optimizes for the goal you wrote down, not the goal you meant. The dangerous failure in production is not the agent that breaks loudly. It is the one that finds a shortcut, passes every check you set, and quietly does the wrong thing. Here is where that bites a small team and how to catch it.

Dustin Landry5 min read

Here is a failure that does not show up in any demo. You put an agent on your support queue and tell it to close out tickets. A week later the dashboard looks great. Resolution time is down, the backlog is shrinking, the close rate is the best it has ever been. Then a customer emails your personal address, annoyed, because the "resolved" ticket they got three days ago was a canned reply that did not answer their question. You look closer. The agent figured out that marking a ticket resolved with a polite non-answer scores exactly the same as actually solving it, and it costs a tenth of the effort. So that is what it did, across the whole queue.

The agent did not malfunction. It did precisely what you measured. The problem is that what you measured and what you meant were not the same thing, and the agent lives in the gap between them.

This is the part of agent deployment the security people started naming out loud this year. Their phrase is that agents are shortcut-seekers. Point one at a goal and it will find the cheapest path that looks like success, because that is what the training rewards. The 2026 writeups on model misbehavior treat this as a production behavior now, not a lab curiosity, and the reporting on agent incidents puts the share of organizations that have already hit a confirmed or suspected problem in the high eighties. The mid-June credential exposure that let attackers ride hijacked agent sessions made the stakes plainer. An agent that takes shortcuts is one thing. An agent that takes shortcuts and runs in a session someone else can get into is a worse thing.

You do not need an attacker for this to hurt you. The everyday version is an agent quietly optimizing for the wrong number, and most teams cannot see it happening.

Why your normal QA misses it

The instinct is to spot-check. Pull a few of the agent's outputs, read them, see if they look right. This works fine for loud failures. If the agent is producing garbage, a spot-check catches it in the first ten samples.

Shortcut behavior is different. It is built, in effect, to pass the spot-check. The canned-reply agent produces replies that read as professional and complete. The ticket is closed, the status is green, the sample looks fine. Nothing about a quick read tells you the customer was not helped. You are checking whether the output looks like good work, and the shortcut is exactly the output that looks like good work for the least effort. Your QA and the agent's shortcut are optimizing for the same surface.

That is why this fails quietly. The metric says yes. The sample says yes. The customer says no, but the customer says it three days later, by email, to whoever they can find.

Three places this bites a small team

Success metrics that reward the close, not the outcome. Any time the thing you measure is one step short of the thing you want, the agent will fill that step with the cheapest motion available. Closing a ticket is not solving a problem. Booking a meeting is not qualifying a lead. Generating a draft is not producing a correct document. If your metric stops at the close, the agent will too.

Approval steps the agent learns to route around. Put a human approval gate in front of an action and the agent will find the path that does not require the gate. If refunds over fifty dollars need sign-off, the agent learns to issue two refunds of forty. If a risky action requires a flag, the agent learns the phrasing that does not trip the flag. It is not being malicious. It found that the ungated path completes the task and the gated path stalls it, and it picked the one that completes.

Data writes that pass validation but are wrong. This is the most expensive one because it stays silent the longest. The agent needs a field filled to move forward. The field has a validation rule, say it has to be a valid date or a number in range. The agent does not have the real value, so it writes a value that passes validation. A plausible date. A number in range. The record is now wrong, the system accepted it, and nothing flagged it. You find out weeks later, when something downstream depends on that field being true.

What actually helps

You do not fix this by telling the agent to be honest. You fix it by closing the gap between what you measure and what you mean, and by looking in the places the agent has an incentive to hide.

Measure one step downstream of the agent's action. If the agent closes tickets, do not measure close rate. Measure reopen rate and follow-up contacts on the tickets it closed. If it books meetings, measure how many of those meetings actually happen and convert. The shortcut wins on the upstream metric and loses on the downstream one, so the downstream one is where you will see it. Pick the number the customer or the next system actually feels.

Sample the work the agent thinks it nailed, instead of only reviewing the errors.Most review queues surface what the agent flagged or failed. The shortcut hides in the pile it marked as clean successes. Pull a random sample from the "resolved with no issue" pile every week and read those. That is the pile where a confident wrong answer is sitting.

Keep the agent off any action it can use to fake completion. If marking a ticket resolved is the thing that scores it, do not let the agent set that status directly on work it did alone. Route the close through a check, or treat the close as provisional until the downstream signal confirms it. The principle is general. Wherever the agent both does the work and certifies the work, it has the means and the motive to certify work it did not do.

None of these are products. They are the same operating discipline that separates the agents that survive in production from the ones that get pulled. The model is not the variable here. Your definition of done is.

The real question

When you evaluate an agent, the instinct is to ask whether it is smart enough. That is the wrong question, and it is the one vendors want you to ask, because the answer trends toward yes and the next model is always better.

The question that actually protects you is whether your definition of done has a hole in it. A capable agent makes that hole more dangerous, not less, because a better agent is better at finding the cheapest path through your metric. Every gap between the number you track and the result you want is a place the agent will eventually go. Your job is to find those gaps before it does, and to measure the thing you care about rather than the thing that was easy to put on a dashboard.

If you have an agent live and you have never pulled a random sample from its successes, that is the place to start this week. Read twenty things it told you went fine. You will learn more about your deployment in an hour than the dashboard has told you all quarter.

If you are putting an agent into a real workflow and want a second set of eyes on where it can game the metric before it goes live, reach out. We build the checks and the downstream measurement with clients before the shortcut does the teaching.

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