observability-and-instrumentation – Data & Science skill for AI agents

Observability and Instrumentation

Overview

Code you can't observe is code you can't operate. Observability is the ability to answer "what is the system doing and why?" from the outside, using the telemetry the code emits. Instrumentation is not a post-launch add-on — it's written alongside the feature, the same way tests are. If a feature ships without telemetry, the first user-reported bug becomes archaeology instead of a query.

When to Use

• Building any feature that will run in production
• Adding a new service, endpoint, background job, or external integration
• A production incident took too long to diagnose ("we couldn't tell what happened")
• Setting up or reviewing alerting rules
• Reviewing a PR that adds I/O, retries, queues, or cross-service calls

NOT for:

• Diagnosing a failure happening right now — use the debugging-and-error-recovery skill (observability is what makes that skill fast next time)
• Profiling and optimizing measured slowness — use the performance-optimization skill
• Launch-day monitoring checklists and rollback triggers — see the shipping-and-launch skill; this skill covers the instrumentation that feeds them

Process

1. Define "working" before instrumenting

Telemetry without a question is noise. Before adding any instrumentation, write down 2–4 questions an on-call engineer will ask about this feature:

FEATURE: checkout payment retry
QUESTIONS ON-CALL WILL ASK:
1. What fraction of payments succeed on first attempt vs after retry?
2. When a payment fails permanently, why? (provider error? timeout? validation?)
3. Is the payment provider slower than usual?
→ Every signal below must help answer one of these.

If you can't name the questions, you're not ready to instrument — you'll log everything and learn nothing.

2. Pick the right signal for each question

| Signal | Answers | Cost profile | Example |

|---|---|---|---|

| Structured log | "What happened in this specific case?" | Per-event; grows with traffic | payment_failed with provider error code |

| Metric | "How often / how fast, in aggregate?" | Fixed per series; cheap to query | p99 latency of provider calls |

| Trace | "Where did time go across services?" | Per-request; usually sampled | One slow checkout, broken down by hop |

Rule of thumb: metrics tell you that something is wrong, traces tell you where, logs tell you why.

3. Structured logging

Log events, not prose. Every log line is a JSON object with a stable event name and machine-readable fields:

// BAD: string interpolation — unqueryable, inconsistent
logger.info(`Payment ${id} failed for user ${userId} after ${n} retries`);

// GOOD: stable event name + structured fields
logger.warn({
  event: 'payment_failed',
  paymentId: id,
  provider: 'stripe',
  errorCode: err.code,
  attempt: n,
}, 'payment failed');

Log levels — use them consistently:

| Level | Meaning | On-call action |

|---|---|---|

| error | Invariant broken; someone may need to act | Investigate |

| warn | Degraded but handled (retry succeeded, fallback used) | Watch for trends |

| info | Significant business event (order placed, job finished) | None |

| debug | Diagnostic detail | Off in production by default |

Correlation IDs are mandatory. Generate (or accept) a request ID at the system boundary and attach it to every log line, span, and outbound call. Without it, you cannot reconstruct a single request from interleaved logs:

// Express: child logger per request, ID propagated downstream
app.use((req, res, next) => {
  req.id = req.headers['x-request-id'] ?? crypto.randomUUID();
  req.log = logger.child({ requestId: req.id });
  res.setHeader('x-request-id', req.id);
  next();
});

When several entry points write to one log, name the entry point. A correlation ID identifies a run; it does not say which code path started it. The same job reached by a scheduler, by a replay endpoint, and by a manual CLI run produces interchangeable lines in one sink, so attributing a line falls back to elimination — cross-reading the scheduler's history, the process table, a deploy log — and that argument holds only as long as those external records happen to still exist. Stamp the entry point where the run starts, next to the correlation ID, and propagate both the same way:

// One helper for every entry point: the run's own logger carries both fields.
// `entryPoint`, not `source` — ECS reserves `source.*` for network fields.
export const runLog = (entryPoint: 'scheduler' | 'replay_endpoint' | 'cli', runId: string) =>
  logger.child({ entryPoint, requestId: runId });

// scheduler tick        -> runLog('scheduler', crypto.randomUUID())
// POST /jobs/:id/replay -> runLog('replay_endpoint', req.id)
// CLI invocation        -> runLog('cli', process.env.RUN_ID ?? crypto.randomUUID())

Both fields have to cross the same boundaries as the correlation ID — queue metadata, HTTP headers — or a worker re-derives the entry point and guesses. A field that merely correlates with an entry point is a hint, not an attribution: anything that can invoke the job can reproduce it.

Never log secrets, tokens, passwords, or full PII. This is a hard rule from the security-and-hardening skill — telemetry pipelines are a classic data-leak path. Allowlist fields; don't log whole request bodies.

4. Metrics

For request-driven services, instrument RED on every endpoint and every external dependency: Rate (requests/sec), Errors (failure rate), Duration (latency histogram, not average). For resources (queues, pools, hosts), use USE: Utilization, Saturation, Errors.

As with tracing, the vendor-neutral path is the OpenTelemetry metrics API (same SDK and context as step 5). The example below uses Prometheus' prom-client — one common backend choice, not the only one; the RED/USE and cardinality rules are identical either way.

import { Histogram } from 'prom-client';

const httpDuration = new Histogram({
  name: 'http_request_duration_seconds',
  help: 'HTTP request duration',
  labelNames: ['method', 'route', 'status_class'],  // '2xx', not '200'
  buckets: [0.05, 0.1, 0.25, 0.5, 1, 2.5, 5],
});

Cardinality is the failure mode. Every unique label combination is a separate time series. Labels must come from small, fixed sets (route template, status class, provider name). Never use user IDs, raw URLs, error messages, or other unbounded values as labels — that belongs in logs and traces.

OK as label:    route="/api/tasks/:id"   status_class="5xx"   provider="stripe"
NEVER a label:  user_id, email, request_id, full URL, error message text

Track averages never, percentiles always: an average hides the 1% of users having a terrible time. Use histograms and read p50/p95/p99.

5. Distributed tracing

Use OpenTelemetry — it's the vendor-neutral standard, and auto-instrumentation covers HTTP, gRPC, and common DB clients with near-zero code:

// tracing.ts — must be imported before anything else
import { NodeSDK } from '@opentelemetry/sdk-node';
import { getNodeAutoInstrumentations } from '@opentelemetry/auto-instrumentations-node';

const sdk = new NodeSDK({
  serviceName: 'checkout-service',
  instrumentations: [getNodeAutoInstrumentations()],
});
sdk.start();

Add manual spans only around meaningful internal units of work (e.g., applyDiscounts, chargeProvider) and attach the attributes on-call will filter by. Propagate context across every async boundary — HTTP headers, queue message metadata — or the trace dies at the gap. Sample head-based at a low rate by default; keep 100% of errors if your backend supports tail sampling.

6. Alerting

Alert on symptoms users feel, not on causes:

SYMPTOM (page-worthy):           CAUSE (dashboard, not a page):
error rate > 1% for 5 min        CPU at 85%
p99 latency > 2s                 one pod restarted
queue age > 10 min               disk at 70%

Cause-based alerts fire when nothing is wrong and miss failures you didn't predict. Symptom-based alerts fire exactly when users are hurt, regardless of the cause.

Rules for every alert you create:

1. It must be actionable. If the response is "ignore it, it self-heals", delete the alert.

2. It links to a runbook — even three lines: what it means, first query to run, escalation path.

3. It has a threshold and duration justified by the SLO or by historical data, not by a guess.

4. Use two severities only: page (user-facing, act now) and ticket (degradation, act this week). A third tier becomes noise that trains people to ignore everything.

Writing Runbooks

Rule 2 above requires every alert to link to a runbook. A runbook's job is to answer three questions without requiring the reader to think: what is happening, what to check first, and who to call if that doesn't resolve it. Store in `docs/runboo

… (full content is in the download package)