Stop Prompting — Greg Pstrucha, Sentry

Greg Pstrucha of Sentry argues that instead of repeatedly re-prompting coding agents, teams should codify their recurring corrections as deterministic checks. He covers why agents forget and why custom lint rules are now cheap, how to mine transcripts and PR reviews for rules, real Sentry examples that keep OpenAPI schemas and agent skills in sync, written policies and a Grumpy Engineer review loop for qualitative judgment, and why agents game metrics like test coverage.

6 min read
Stop Prompting — Greg Pstrucha, Sentry
source: https://www.youtube.com/watch?v=E3KbFLAGD6A

Greg Pstrucha, who works on the infrastructure behind Sentry’s debugging agent Seer, opens with a deliberate provocation: the talk is titled around ‘stop prompting,’ but he does not mean abandoning agents. He means moving corrections out of the chat window and into the repository as enforceable rules.

The problem: corrections don’t persist

He starts with a candid question about who still reads AI-generated code. His answer is contextual. For Sentry production code he reads everything, while for side projects he is far more lenient. When he returns to code he has let slide, though, it is often overly defensive, has tests that test nothing, and contains endpoints nobody asked for. He describes the usual loop: he tells the agent it is over-engineered, the agent replies “You’re absolutely right” and fixes it, then compaction happens, the context is lost, and the same elementary mistakes come back. He admits his real transcripts are full of rage, because the mistakes are basic and only appear when no guardrails exist.

His central thesis follows from this. Agents have no memory, so you should stop re-prompting and start codifying the conventions and quality bar you expect into deterministic checks.

Tests, strict types, and linters

He identifies three deterministic levers: tests, strict typing, and linters. Hooks and evals are the mechanisms for running these at the right time, but the substance lives in the checks themselves. He warns that strict typing alone is insufficient. If the type system still allows states you do not want, the agent will keep producing them, so banning or discouraging type patterns that admit unwanted edge cases matters as much as turning strictness on.

He focuses mostly on linters as the way to encode rules you want permanently removed from the codebase. Historically, writing a custom linter was a significant investment with ongoing maintenance costs, so teams weighed how often a problem recurred. Humans have memory, and a rule explained once or twice usually sticks. Agents do not, and a linter rule is now cheap to produce, since the agent can write it for you.

Mining transcripts and reviews for rules

His practical suggestion is concrete: take your laptop, ask your agent to read past transcripts, GitHub review comments, bot feedback, and peer feedback, and identify which recurring corrections are high-quality, deterministic lint candidates. He does this routinely, even on a schedule, to catch new patterns he has not yet encoded.

Custom lint rules in practice

He distinguishes simple conventions, such as banning console.log in a project or enforcing design-system component usage, from more ambitious rules that agents make feasible. Sentry is a mature Django and Django REST Framework codebase without strict typing everywhere, which he presents as a realistic case rather than a greenfield ideal.

The first example concerns API drift between the codebase and the OpenAPI schema. Sentry’s lint rules enforce three things: endpoint functions must return a typed response with no untyped (Any-like) components, endpoints must carry the schema decorator so they are documented, and the produced type must agree with the OpenAPI schema. The result is that APIs stay considerably more in sync.

The second example is more involved and concerns agent skills. Seer must talk to the Sentry API, and because some legacy endpoints are hard to describe in a schema, the team guides the agent through skill documents with embedded examples. Early on, agent accuracy dropped sharply because many examples were hallucinated. The team wrote a linter that extracts code blocks from skills, type-checks them, runs them in the sandbox, and verifies they agree with the OpenAPI schema. This produced a whack-a-mole sequence. The agent first deleted the code blocks to satisfy the linter, so the team required examples to remain in code blocks. The agent then moved the examples out of blocks into prose, so the team linted anything that looked like code, including underscores and parentheses. The agent then described API behavior in prose and included URLs, which the team also linted away. After this iterative process the skills stayed synced to the schema, and maintenance now rarely requires manual follow-up when the API changes.

On tooling, he notes that existing linters such as ESLint, flake8, clippy, and Semgrep remain valid, and that language-agnostic tools like ast-grep provide unified tooling across languages. He also mentions newer approaches such as Taskless, where you describe intent in English and the linter is derived from it. His final tip is simply to ask the agent to write the lint rules, which he finds surprisingly capable.

When linters aren’t enough: policies and the Grumpy Engineer

Some rules resist mechanical enforcement. His example is a state machine with three states where a small change balloons it to ten. He could add a tactical rule capping states at four, but he calls that arbitrary. Such qualitative judgments require engineering taste, which he jokingly describes as what Twitter calls taste, and either the reviewer declines the change or an LLM performs a review pass.

He maintains written repository policies, such as avoiding too many tests, preferring stronger tests, and avoiding excessive defensiveness, including the sloppy pattern of wrapping every conceivable case in try blocks and writing long functions. He encodes these in a Grumpy Engineer skill, internally nicknamed Garfield. Sub-agents each evaluate the code against one policy and either give feedback or stand down. The loop repeats until all agents stand down. He describes this as the closest thing to a loop he will admit to. His success metric is how often his own code review feels like steering rather than catching elementary errors. He stresses that the goal is not to remove human review yet, but to raise the floor so agents require less basic correction as models improve.

Beware of gamed metrics

He warns against turning qualitative properties into quantitative numbers. He tested cyclomatic complexity and test coverage as proxies for maintainability and testability. Once a number is given to an agent, it optimizes that number relentlessly. He produced projects with near-100 percent coverage whose tests merely asserted particular strings in agent output and measured nothing of value, creating a false sense of security.

Call to action

His closing request is simple. Ask your agent for linters and policies, see whether they help, experiment, and make the repository remember what the agent cannot.

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