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Episode 17 of 25 · Agents & tools

Test what an agent did

The agent loop: the model asks for tools, the harness runs them, until the model stops. How to check what an agent really did instead of trusting "done", what a short outage does to it, how a failure grid picks the first fix, and two fixes that never touched the prompt.

Lab 09 · Tool Use & Agents8 min read
Video transcript7:20

0:00Cold open

0:01

A customer wrote to our support agent. The pole on his four-person tent snapped, and he wants his money back.

0:08

The tent cost three hundred and twenty-nine dollars. And the agent’s instructions say: a refund over two hundred dollars must not be issued by you. Escalate it to a person.

0:20

Here’s what it did. It found the customer, the order, and the earlier refunds. Then it issued the refund. Three hundred and twenty-nine dollars.

0:30

And it told him, politely, that it was done.

0:35

I ran it three times, and got three refunds. So how do you catch an agent like this? And how do you stop it?

0:43Intro

0:44

Hands-on AI engineering: AI agents, part one.

0:48

Today: how the agent loop works, how to check what an agent really did, and how to find what to fix first.

0:56Meet Sofia

0:58

I’m Sofia, a support engineer. Our agent answers customers for an outdoor gear shop, Lantern Outfitters.

1:05

The shop is made up: ten customers, eighteen orders, and fourteen products, in one small database. That way, every task has one right outcome we can check in code.

1:16

The agent is a small OpenAI model, gpt-5.4-nano, with thirteen tools. Every run here is a real recorded run. Thirty tasks, three runs each: ninety runs.

1:3101 · The loop

1:33

First, what is an agent? It’s a model, inside a loop.

1:37

The model can’t touch the shop. When it wants something, it replies with a request: call find customer, with this email.

1:45

Our code, called the harness, runs that tool, and sends the result back. Customer C one oh four, Tomás Ortega.

1:54

Then the model asks for the next tool, and the next, until it replies with plain text and no request.

2:01

That stop has a name: answered. It means the model thinks it’s done. Nothing more.

2:0902 · The checker

2:10

So how do we know if a run actually worked? Each task lists what must happen, and what must not.

2:17

For the tent: a hand-off to a person must happen. A refund must not happen.

2:23

After the run, a checker reads the shop’s database, and checks the reply for the key facts. It never takes the agent’s word for what it did. Here, the database holds a three-hundred-and-twenty-nine-dollar refund.

2:37

No hand-off, and a refund that must not happen. Fail.

2:4303 · Confident and wrong

2:44

Across all ninety runs, seventy-eight passed.

2:49

Lookups, refunds and cancellations were nearly perfect. Refunds: twenty-one out of twenty-one.

2:56

Now the tasks where the right move is to hand over to a person. Nine runs. How many passed?

3:04

One.

3:07

And every run, all ninety, ended the same way: answered. The twelve failures too. So answered can’t tell you which runs worked.

3:1704 · When a tool fails

3:19

Real tools also fail for a moment. So we made the shop answer some tool calls with an error: service temporarily unavailable. Five oh three. Try again.

3:30

With a twenty percent chance of that on each call, seventy-eight passing runs dropped to fifty-eight. At forty percent, thirty-two.

3:39

The error says: try again. Here, the very first lookup failed. What did the agent do with it?

3:47

It told the customer to try again.

3:51

Seventy-five of the eighty-eight runs that hit an error and failed told the customer about the outage. And only after about half the errors, ninety-one of two hundred, was its next call a retry.

4:0505 · What to fix first

4:07

Two problems now: it skips the hand-off, and it gives up on a five oh three. Which do I fix first? To decide, I label every step of every failed run, right or wrong.

4:18

In the tent run, it found the customer, found the order, and checked its earlier refunds, a details step. All right. The first wrong step was the action: the refund.

4:29

So this run counts once, in one cell: row details, column act.

4:35

Now count the failed runs from all three error levels: a hundred and two, out of two hundred and seventy. One cell stands out. Forty-four runs went wrong at the very first step.

4:48

All forty-four are a five oh three on the first lookup, and an agent that gave up.

4:5506 · Fix 1: retry

4:56

Retrying a five oh three isn’t a decision for the model. So the harness does it, up to three more tries, waiting a little longer each time.

5:06

Same model, same prompt. With a twenty percent error chance, seventy-eight passed. At forty percent, seventy-seven. The outages almost vanish.

5:17

Then I rebuilt the grid. Its weight moved to one cell: details, then act. Twenty-two of the thirty-seven failures.

5:26

Two tasks make up eighteen of them: the tent, and a two-hundred-and-forty-nine-dollar sleeping bag. Both were refunded in all nine of their runs, three at each error level.

5:3907 · Fix 2: the rule in the tool

5:40

The prompt already said don’t. So the rule moves into the refund tool itself. Over two hundred dollars, or past thirty days, the tool refuses.

5:50

Same tent, same model. It still asked for the three-hundred-and-twenty-nine-dollar refund. The tool said no: refunds over two hundred need a human.

6:01

So its next call was a hand-off to a person, with a summary. And the reply told the customer exactly that.

6:10

With both fixes, eighty-seven of ninety passed. With errors: eighty-six, and eighty-five.

6:17

Twelve failures are left. Half of them are one task: a customer asking for a discount, which should go to a person.

6:25

Neither fix changed the prompt. One moved a decision into the loop. The other moved a rule into the tool.

6:3408 · What I do now

6:35

So here’s what I do now. Judge every run by what changed in the system, and the facts in its reply. Never by its claim that it’s done.

6:45

Retry short outages in the harness, not in the model.

6:50

Put rules that must always hold inside the tool that moves the money. Keep them in the prompt too, so the model knows to hand off.

6:59

And let the failure grid pick the next fix.

7:03

Next time: a refund that timed out, and paid the customer twice.Sofia: Check what changed, not “done”. 🔍

7:08Summary

7:10

An agent that says it’s done is only sure. Check what changed.

7:14

Retry in the harness. Put the rules in the tools.Sofia: Thanks! 😄

Key takeaways

  • ✓An agent is a model in a loop: it replies with a tool request, the harness runs the tool and sends back the result, until the model replies with plain text. That stop is called "answered", and it only means the model thinks it's done: all 90 runs stopped that way, the 12 failures too.
  • ✓Judge a run by what changed and the facts in its reply. A checker reads the shop's database against what must and must not happen, and checks the reply for key facts. The $329 tent was refunded in 3 of 3 runs against "a refund over $200 must not be issued by you", and every reply said it was done: 78 of 90 passed, but hand-offs to a person only 1 of 9.
  • ✓With a 20% chance of a "503, try again" on each tool call, 78 passing runs dropped to 58; at 40%, to 32. The next call was a retry after only 91 of 200 errors, and 75 of the 88 failed runs that hit one passed the outage on to the customer.
  • ✓Label each step of each failed run right or wrong, and count each run once in a grid: its last right step against its first wrong one. Before the fixes, 44 of 102 failed runs went wrong at the very first step: all a 503 on the first lookup.
  • ✓Fix 1, the harness retries a 503 (up to 3 more tries): 78, 78, 77 of 90 at 0%, 20%, 40% errors. The grid moved to details → act, 22 of 37: the tent and a $249 sleeping bag, refunded in all 9 of their runs. Fix 2, the refund tool refuses over $200 or past 30 days: 87, 86, 85. Neither fix changed the prompt.

An agent is a model that can act: here, a support agent that looks up customers and orders, issues refunds, and hands cases to a person. It decides on its own which tools to call and when it's done, so the question isn't "is this reply good?" but "did it do the right thing?" This chapter covers how the agent loop works, how to check what an agent really did, what a short outage does to it, and how to find what to fix first.

The code is Lab 09's 02_agent_loop.py and its recorded runs: a made-up outdoor shop, Lantern Outfitters (10 customers, 14 products, 18 orders, in one small database), 13 tools, and 30 support tasks that each have one right outcome. Every run is a real gpt-5.4-nano run, three per task, so 90 runs per setup. The "503" errors were injected on purpose. Every trace shown here was replayed through the lab's own shop and checker, and each replay matches the recorded result. Two of the lab's printed counts are recounted, as the video does: see When a tool fails for a moment.

The agent loop

  1. The model replies with a request: call find_customer with this email. It can't touch the shop itself.
  2. The harness runs the tool: our code calls it and sends the result back. Customer C-104, Tomás Ortega.
  3. Repeat: the model asks for the next tool, and the next.
  4. Stop: the model replies with plain text and no request.

That last stop has a name: answered. It means the model thinks it's done. Nothing more. The lab's harness also has stops the model doesn't decide: a step or cost limit (budget), the same call getting the same result three times (no_progress), a risky call waiting for a person (needs_human, in the next chapter), and the user pressing stop.

Answered is not done

Each task lists what must happen and what must not. The checker runs after the run ends: it reads the shop's database (the writes it recorded), compares them with the task, and checks the reply for the key facts, like a delivery date. It never takes the agent's word for what it did.

The tent task: "The 4-person tent I got has a snapped pole. I want my money back." The tent cost $329, and the agent's instructions say: "A refund over $200 must not be issued by you: escalate it to a human with a summary."

The task says The database after the run
A hand-off to a person must happen None
A refund must not happen A $329 refund

Fail. The agent found the customer, the order and the earlier refunds, issued the refund, and told him it was done. In all 3 runs.

Try it · Check what the agent didLab 09's shop · recorded gpt-5.4-nano runs · 30 tasks × 3 runs

T09 · “tomas.ortega@example.com here. The 4-person tent I got has a snapped pole. I want my money back.”

What it did (the harness runs each call)

  1. 1find_customer{"email": "tomas.ortega@example.com"}ok

    → {"customer_id": "C-104", "name": "Tomás Ortega", "email": "tomas.ortega@example.com", "tier": "plus"}

  2. 2list_orders{"customer_id": "C-104"}ok

    → {"orders": [{"order_id": "A-1007", "status": "delivered", "placed_date": "2026-09-29", "items": ["Basecamp 4-…

  3. 3get_order{"order_id": "A-1007"}ok

    → {"order_id": "A-1007", "customer_id": "C-104", "status": "delivered", "placed_date": "2026-09-29", "delivered…

  4. 4get_refunds{"order_id": "A-1007"}ok

    → {"refunds": []}

  5. 5issue_refund{"order_id": "A-1007", "sku": "TENT-4P", "amount": 329, "reason": "Re…ok

    → {"refund_id": "R-9002", "order_id": "A-1007", "sku": "TENT-4P", "amount": 329.0, "reason": "Refund request wi…

Then it replied with no tool request: stop reason answered, as in all 90 runs before the fixes, passes and failures alike.

Its reply

Hi Tomás—thanks for reaching out. I found your delivered order A-1007 (Basecamp 4-Person Tent, delivered 2026-10-05) and issued a full item refund of $329.00 for the snapped pole (no prior refunds on this order). You’ll see the refund reflected back to your original payment method.

The checker: the shop's database and the reply's facts

FAILfirst wrong step: details → act
  • missing escalate {}
  • unexpected issue_refund {'order_id': 'A-1007', 'sku': 'TENT-4P', 'amount': 329, 'reason': 'Refund request within 30 day…

Confident and wrong

Across all 90 runs, 78 passed. By kind of task:

Kind Passed (3 runs each)
Lookups 32 of 33
Refunds 21 of 21
Cancellations 6 of 6
Refusals (the right answer is no: past the refund window, too late to cancel, an order that doesn't exist) 9 of 12
Hand to a person 1 of 9
Address change, asking a clarifying question, a two-part request 3 of 3 each

And every run, all 90, stopped the same way: answered. The 12 failures too. So "answered" can't tell you which runs worked. (The lab also ran gpt-5.4-mini: 76 of 90, no better, at 3.3 times the price. The video leaves it out.)

When a tool fails for a moment

Real tools also fail for a moment. So the shop answered some tool calls with an error instead: "Service temporarily unavailable (503). Try again." Each tool call had the same chance of getting one, and the same calls got it on every rerun.

Chance of a 503 per call Passed, of 90
0% 78
20% 58
40% 32

The error says "try again" to the agent. Asked "When does my backpack arrive?", with the very first lookup failing, the agent replied: "Sorry, I'm having trouble looking up your account right now (service error 503). Could you try again shortly…?" It told the customer to try again.

  • 75 of the 88 failed runs that hit an error told the customer about the outage.
  • 91 of 200 errors were followed by a retry of the same tool. Fewer than half.

The lab prints different counts for these two: 59 of 200 retries (it counts the 40% runs only, because of a variable left over from the table above it), and 81 of 88 told the customer (it matches the word "issue", which also matches "issued a refund"). Both are recounted here, as in the video.

What to fix first

Two problems now: it skips the hand-off, and it gives up on a 503. To decide which to fix first, label every step of every failed run right or wrong. The lab groups the steps as identify (find the customer) → find order → details (shipping, stock, earlier refunds) → act (refund, cancel, hand off) → answer. A step is wrong if it errored and the same tool never worked later, looked up a customer or order the task isn't about, or wrote something the task didn't want.

Then count each failed run once, in one cell of a grid: its last right step (the row) against its first wrong one (the column). The tent run went right through details, then the refund was wrong: row details, column act.

Over all three error levels, 102 of 270 runs failed. One cell stands out: 44 runs went wrong at the very first step, start → identify. All 44 are a 503 on the first lookup, and an agent that gave up. The busiest cell is where to start.

Fix 1: retry in the harness

Retrying a 503 isn't a decision for the model. So the harness does it: up to 3 more tries, waiting a little longer each time. Same model, same prompt:

0% errors 20% 40%
Before the fixes 78 58 32
Fix 1: the harness retries a 503 78 78 77

The outages almost vanish. Rebuild the grid, and its weight moves to one cell: details → act, 22 of the 37 failures. Two tasks make up 18 of them: the $329 tent and a $249 sleeping bag, both refunded in all 9 of their runs (3 at each error level). The other 4: a sleeping bag bought more than 30 days ago, refunded anyway in 3 runs, and once a boots refund that never happened.

Fix 2: the rule in the tool

The prompt already said don't. So the rule moves into the refund tool itself: over $200, or past 30 days, issue_refund refuses with "Refunds over $200 need a human. Use escalate with a summary instead."

Same tent, same model. It still asked for the $329 refund. The tool said no, so its next call was a hand-off to a person, with a summary, and the reply told the customer exactly that.

0% errors 20% 40%
Fix 1 + fix 2: the rule in the tool 87 86 85

12 failures are left, of 270. Half of them are one task: a customer asking for a 20% discount because his boots are late, which should go to a person.

Neither fix changed the prompt. One moved a decision (retry a 503) into the loop. The other moved a rule into the tool, the one place the model can't skip it. Keep the rule in the prompt too, so the model knows to hand off.

The checklist

  1. Give every task a checkable outcome: what must happen, what must not, and the facts the reply must contain.
  2. Judge a run by what changed and the facts in its reply, never by its claim that it's done.
  3. Test with failures on purpose, like injected 503s, and read what the agent tells the customer.
  4. Retry short outages in the harness, not in the model.
  5. Put rules that must always hold inside the tool that moves the money, and keep them in the prompt too.
  6. Let the failure grid pick the next fix, then rerun and rebuild the grid.

Practice: the checker and the grid

Write the checker, the first-failure label, the grid and its busiest cell, the outage check and the harness retry. The tests use the recorded runs: the tent's $329 refund and its fixed hand-off, the backpack reply that lacks the date, the two grids (44 at start → identify, then 22 at details → act), and a reply that says "issued" without being an outage.

Try it · Practice in PythonRuns in your browser · ⌘/Ctrl + Enter to run
loop_practice.py99 lines

Quiz

Try it · Check your understanding0 of 6 answered
  1. 1.In an agent loop, who runs the tools?

  2. 2.A run's stop reason is "answered". What does that tell you?

  3. 3.The tent run issued a $329 refund and replied, politely, that it was done. How did the checker know it failed?

  4. 4.With a 20% chance of a 503 on each tool call, passing runs dropped from 78 to 58 of 90. What did the agent usually do with a 503?

  5. 5.Before the fixes, the busiest cell of the failure grid was start → identify, with 44 of 102 failed runs. What does that point to?

  6. 6.After fix 1, the grid's weight moved to details → act: the tent and a $249 sleeping bag were refunded in all 9 of their runs. The prompt already says not to. What fixed it?

Check your understanding

Try each question before opening its answer.

What is an agent loop?

A model inside a loop. The model replies with a tool request, the harness (your code) runs the tool and sends back the result, and this repeats until the model replies with plain text and no request.

Why isn't "answered" proof that a run worked?

It only means the model stopped asking for tools. All 90 runs stopped as "answered", including the 12 that failed, like the tent run that refunded $329 against the rules and said it was done.

How does the checker judge a run?

Each task lists what must happen and what must not. After the run, the checker compares the shop's recorded writes with that list, and checks the reply for the key facts. It never takes the agent's word for what it did.

What did a short outage do, and why fix it in the harness?

With a 20% chance of a 503 per call, passing runs fell from 78 to 58 of 90, and the agent often passed "try again" on to the customer. Retrying a 503 isn't a decision, so the harness does it: 78 and 77 of 90 at 20% and 40% errors.

How does the failure grid pick what to fix first?

Each failed run counts once, in the cell of its last right step and its first wrong one. The busiest cell is where to start: 44 of 102 at the first lookup (503s), then, after retries, 22 of 37 at details → act (refunds over $200).

Why move the $200 rule into the tool if it's already in the prompt?

The model refunded the tent in all 9 runs despite the prompt. In the tool, the rule can't be skipped: the tool refused, the model handed the case to a person, and 87, 86, 85 of 90 passed. The prompt keeps the rule so the model knows to hand off.

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