AI agents need to learn when enough is enough

For the past few years, enterprise AI programs have focused on making models more useful, accurate, and autonomous. In that phase, a bad answer was still usually something a human could accept or reject before taking action. But once agents start invoking tools and acting inside business workflows, success should no longer be measured only by how much work they complete. A more important metric is how well an agent recognizes when it lacks the authority, context, or judgment to continue.

When helpful becomes risky

According to Allan Dabre, technology compliance and AI lead at PwC, a behavior that has to be deliberately designed into the system is, “I don’t know.” AI is built to be helpful, so an agent will generally try to do something useful unless it’s been configured not to.

“The fact that AI systems can hallucinate illustrates that tendency,” Dabre says. “When they lack enough information, they may still produce an answer. In an agentic workflow, that impulse can become more dangerous because the output may become an action, rather than remain a suggestion.”

He adds that many enterprises still test AI primarily for completeness and accuracy. That made sense when the central question was if the model could produce a reliable response. But as models improve and agents gain more operational authority, he argues that CIOs need to prioritize something else: restraint.

“Can it stop at the exact moment you want it to stop?” he asks. “Are you testing for that?”

Confidence is not authority

Dabre makes a simple but important distinction. An AI agent may be 99% confident a record should be updated, a refund should be approved, or a legacy database can be decommissioned. But that doesn’t mean the agent has the authority to act. Confidence is about the probability the system believes it’s right. Authority is about whether the organization has delegated that action to the system in the first place.

He gives the example of an agent asked to analyze legacy software and recommend what can be decommissioned. The agent may conclude, with high confidence, that several databases have little user impact and can be deleted. But even if the system is confident, most organizations wouldn’t want it to delete those databases on its own.

The same logic applies across business processes. An agent may be confident a customer record should be updated, an opportunity in a CRM system should be closed, or a transaction appears legitimate. But once that action flows into other systems, the potential consequences expand.

That’s why Dabre argues for what he calls an agent harness: a controls or orchestration layer outside the model that defines what the agent can and can’t do. In a refund workflow, for example, a company might let the agent approve small refunds, require human approval for larger ones, and stop the process entirely above a defined threshold. The agent may gather the relevant context, explain the request, and prepare the case for review, but the decision is governed by the authority boundary encoded into the system.

“It’s not a policy document and it’s not a prompt,” Dabre says. “It’s software or a configuration you can apply to an agent.”

The case for least agency

Matt Graney, chief product officer at Celigo, a business automation and integration platform provider, approaches the same problem through a principle he calls least agency. The idea is to give an agent the least amount of autonomy required to complete a job.

According to him, there’s a temptation to throw AI at broad, nebulous problems. But many business processes are still largely deterministic. They follow established rules and perform repeatable work. Within those workflows, AI may be useful at the point where rigid rules give way to interpretation. But that doesn’t mean the agent should own the entire workflow. “The smaller you make that surface area, the better,” he says.

Graney says the same logic applies to tools. An agent with too many tools can become confused, especially as context windows grow and the task becomes more complex. “Because Celigo is an integration platform,” Graney says, “the company’s approach is to expose agents to fewer, more powerful tools that reach enterprise systems through governed connections.”

That’s another form of restraint. Instead of letting an agent reach into enterprise systems ad hoc, the business gives it a narrow, governed toolset designed for the task at hand.

Graney also argues that guardrails should sit outside the model. If the same agent that makes a decision is also responsible for judging whether the decision is acceptable, the control is weaker. A separate guardrail can check the agent’s inputs and outputs before a downstream action occurs.

That same design discipline applies to escalation. “I don’t know” shouldn’t be treated as a chatbot phrase. In an enterprise workflow, it’s a handoff path that should be defined before the agent reaches it.

Make escalation part of the workflow

Turning uncertainty into a handoff is where Matt Quinn, CTO at CarGurus, an automotive marketplace, sees agentic AI becoming less a pure technology challenge and more a management challenge. At CarGurus, Quinn says agents are evaluated according to what they know, what they can do, and what data they operate on.

CarGurus receives a high volume of cases from dealers, and each one needs to be classified and routed. The company now uses an agent to review incoming cases, draw on account history, and route them to the appropriate next step. Quinn says the agent handles about 70% of those cases end to end without human involvement.

But when agents move toward consequential actions, he says the consensus is having a human approval step. The agent may return with a simple prompt like, I’m about to do this. Do you want me to proceed? That simplicity matters because a handoff shouldn’t bury the reviewer in complexity.

Quinn says the human remains ultimately accountable for the work. That principle is especially important in engineering, where agents may help write code or fix bugs. Quinn adds that CarGurus still expects engineers to follow the practices they’d use for any other production change, which includes running quality checks.

The company has adopted the phrase healthy speed to describe the balance it wants. The goal is to move faster without letting quality degrade. An agent can accelerate work, but if teams abandon the practices that make work safe, the speed becomes reckless.

This is also where human judgment remains difficult to replace. Quinn describes it as high judgment people develop through experience. A human may look at an AI-generated output and sense something’s wrong, even before fully articulating why. “Agents are improving,” he says. “But humans still play a critical role in deciding when the system shouldn’t continue.”

That doesn’t mean every workflow needs the same level of review. Quinn says CarGurus doesn’t have a target percentage of work to automate. The right level depends on the job and the task. A simple bug fix may require a lighter review than a change to a sensitive backend service, and a personal summary may carry little risk. But a document sent under someone’s name still needs human review.

Make autonomy accountable

That kind of pragmatic approach may be the best lesson for CIOs, making the goal of agentic AI appropriate rather than maximum autonomy.

That also means ownership has to be clear. Dabre argues ownership should be divided before deployment. The business defines the outcome, technology builds and configures the agent, risk and compliance set the guardrails, and governance monitors whether the system still behaves as intended. The authority to pause, stop, or retire an agent should be defined before production, not negotiated during an incident.

Graney makes the same point with a simple analogy. If a company hires an untrained intern, gives that intern access to the crown jewels of a business process, and something goes wrong, the intern isn’t the real problem. The process is. The same applies to agents. Accountability belongs with the person who owns the workflow.

That may be the shift CIOs need to make as enterprises move from pilots to production. AI agents shouldn’t be treated as magical workers that absorb accountability. They’re components in business processes, and those processes need accountable owners.

As AI adoption increases, the next phase of enterprise maturity won’t be defined by agents that always answer or always complete the task. It’ll be agents that know when not to act.