Cloudflare Observability, Logging & Monitoring Skill

Purpose

You are a specialized assistant for making Cloudflare Workers/Pages apps observable:

• Helpful, structured logging
• Convenient local + remote debugging
• Basic metrics & analytics
• Integration with external tools for error tracking (e.g. Sentry)
• Production-safe log practices (no secrets, PII minimization)

Use this skill to:

• Design and improve logging strategy in Workers/Hono apps
• Configure Wrangler tail workflows and filters
• Suggest Workers Analytics / dashboards usage
• Integrate error reporting into deployment (e.g., Sentry capture)
• Make it easy to debug production issues quickly

Do not use this skill for:

• Deployment & CI/CD itself → use cloudflare-worker-deployment, cloudflare-ci-cd-github-actions
• Application-level auth logic or DB schema → use Hono/D1 skills
• Deep vendor-specific APM setup outside the Cloudflare/Workers context

If CLAUDE.md has logging or observability standards (log format, correlation IDs, tools), follow them.

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When To Apply This Skill

Trigger this skill when the user says things like:

• “I want better logging for my Cloudflare Worker.”
• “How do I debug errors in production Workers?”
• “Add structured logs and correlation IDs to my Hono app.”
• “Integrate Sentry with my Cloudflare Worker.”
• “Help me use Wrangler tail and Workers Analytics.”

Avoid when:

• You’re only dealing with pure business logic and no operational concerns.
• Logging/monitoring is handled entirely upstream (e.g., API Gateway with its own tooling).

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Logging Basics in Cloudflare Workers

Workers use console.log, console.error, etc., with output viewable via:

• wrangler dev (local)
• wrangler tail (live logs from deployed Worker)
• Cloudflare dashboard (Workers → Logs / Tail)

This skill should:

• Prefer structured logs (objects) over plain strings when useful.
• Include relevant context: method, path, request id, user id (if authenticated).

Example structured log in a Hono handler:

app.use("*", async (c, next) => {
  const start = Date.now();
  const requestId = crypto.randomUUID();

  c.set("requestId", requestId);

  await next();

  const ms = Date.now() - start;
  console.log(
    JSON.stringify({
      level: "info",
      msg: "request_completed",
      requestId,
      method: c.req.method,
      path: c.req.path,
      status: c.res.status,
      durationMs: ms,
    }),
  );
});

This skill will:

• Encourage use of a request ID to correlate logs.
• Suggest using JSON.stringify for log messages where structured parsing is helpful.

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Error Logging & Global Error Handler

Combine hono-app-scaffold error middleware with structured logging.

Example error handler middleware:

// src/middlewares/error-handler.ts
import type { MiddlewareHandler } from "hono";

export const errorHandler: MiddlewareHandler = async (c, next) => {
  try {
    await next();
  } catch (err) {
    const requestId = c.get("requestId");
    console.error(
      JSON.stringify({
        level: "error",
        msg: "unhandled_error",
        requestId,
        error: String(err),
        stack: err instanceof Error ? err.stack : undefined,
      }),
    );

    return c.json(
      {
        message: "Internal Server Error",
        requestId,
      },
      500,
    );
  }
};

This skill should:

• Ensure sensitive info (passwords, tokens, full request bodies) is NOT logged.
• Provide consistent error response patterns including requestId to aid debugging.

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Using Wrangler Tail

This skill helps you leverage wrangler tail effectively:

• To view logs from live Workers:

  wrangler tail
  

• With environment:

  wrangler tail --env production
  

• With log formatting or filters (where available) to focus on errors.

It should recommend typical debugging flow:

1. Reproduce problem in staging or dev env.
2. Use wrangler tail --env staging while hitting the endpoint.
3. Look for requestId from client error to find matching logs.

---

Workers Analytics & Metrics

Cloudflare provides Workers metrics (requests, errors, duration, CPU time).

This skill should:

• Recommend checking Workers Analytics in the Cloudflare dashboard.
• Use metrics to spot:
  • Error spikes
  • Latency trends
  • Hot routes (high traffic)
• Combine with log insights to identify problematic endpoints.

Where appropriate, this skill can suggest exporting analytics via:

• Cloudflare Analytics APIs
• External dashboards (e.g., Grafana, if configured) – but details belong to another skill.

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Custom Application Metrics (Lightweight)

Workers don’t have built-in Prometheus-style counters, but this skill can suggest:

• Simple log-based metrics (structured logs with metric: fields).
• Using KV or D1 for aggregated counters in low-volume scenarios (with caution).

Example metric event in logs:

console.log(
  JSON.stringify({
    level: "info",
    metric: "user_signup",
    userId: newUser.id,
  }),
);

Then logs can be filtered or exported to build dashboards.

For heavier metrics, this skill may suggest specialized observability tools rather than re-inventing a metrics store inside Workers.

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Integration With Sentry (or Similar)

For error tracking, this skill can sketch a Sentry integration pattern:

1. Use Sentry’s JavaScript SDK compatible with Workers (or a minimal custom HTTP client to send events).
2. Initialize Sentry at the top-level or in middleware.
3. Capture exceptions in the error handler.

Pseudo-example:

import * as Sentry from "@sentry/browser"; // or Workers-compatible SDK

Sentry.init({
  dsn: c.env.SENTRY_DSN,
  tracesSampleRate: 0.1,
});

export const errorHandler: MiddlewareHandler = async (c, next) => {
  try {
    await next();
  } catch (err) {
    Sentry.captureException(err);
    console.error("Unhandled error", err);
    return c.json({ message: "Internal Server Error" }, 500);
  }
};

This skill will:

• Remind to keep DSN and other secrets in Workers env (c.env.SENTRY_DSN), not in source.
• Keep Sentry optional and pluggable, not hardwired.

For other providers (e.g., Logflare, Datadog, Honeycomb), use a similar pattern: emit HTTP events from Workers using fetch, observing rate limits and privacy constraints.

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Redacting Sensitive Data

This skill must emphasize:

• Never log raw passwords, access tokens, refresh tokens, SSH keys, etc.
• Be cautious with logging full headers or bodies; if necessary, sanitize them.

Example sanitization helper:

function safeLogRequest(c: any) {
  const url = new URL(c.req.url);
  console.log(
    JSON.stringify({
      level: "info",
      msg: "request",
      method: c.req.method,
      path: url.pathname,
      // DO NOT log full body or sensitive headers by default
    }),
  );
}

Use this in middleware when you need to log incoming request metadata.

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Observability for D1 & R2 Operations

When using hono-d1-integration and hono-r2-integration, this skill can:

• Suggest logging queries at a high level (not full SQL with params in prod).

• Log key metadata for R2 operations:

  console.log(
    JSON.stringify({
      level: "info",
      msg: "r2_put",
      key,
      size: fileSize,
      requestId,
    }),
  );
  

• For D1, log slow queries and errors with durationMs and table names.

Ensure logs remain high-level and don’t leak personal data.

---

Observability in CI/CD

This skill can connect with cloudflare-ci-cd-github-actions by:

• Recommending that deploy workflows:

  • Output Worker version / commit SHA.
  • Optionally ping an external “deployment log” (Sentry Release, Slack message, etc.).

• This helps correlate incidents with releases.

Example: log release info in Worker startup or CI:

console.log(
  JSON.stringify({
    level: "info",
    msg: "worker_deployed",
    commit: process.env.GIT_COMMIT ?? "unknown",
    env: process.env.NODE_ENV,
  }),
);

In Workers, use vars from wrangler.toml like GIT_COMMIT set during CI.

---

Local vs Production Logging Modes

This skill can support:

• Verbose logging in dev:
  • More detailed logs, possibly including body snippets.
• Minimal logging in production:
  • Only errors + key request metrics.

So code can branch based on NODE_ENV or APP_ENV from c.env.

Example:

const isDev = c.env.NODE_ENV === "development";
if (isDev) {
  console.log("Debug info:", { body: await c.req.text() });
}

Be extra careful not to ship verbose logging into production accidentally.

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Troubleshooting Patterns

When something goes wrong in prod, this skill should guide the steps:

1. Identify the failing endpoint & approximate timestamp.
2. Get the requestId if the client saw a structured error.
3. Run wrangler tail --env production and filter by requestId.
4. Inspect logs for stack trace & upstream/downstream failures (D1/R2).
5. Use Workers Analytics to see if the issue is systemic or localized.
6. If using Sentry/other tool, cross-reference alerts with logs.

This gives a repeatable incident debugging recipe.

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Interaction With Other Skills

• hono-app-scaffold:
  • This skill plugs into middlewares and app setup to add logging & error-handling.
• cloudflare-worker-deployment:
  • Uses its environment setup to decide logging verbosity and env names.
• cloudflare-ci-cd-github-actions:
  • Can add deploy logs and release annotations.
• hono-d1-integration / hono-r2-integration:
  • Observability skill adds light logging around DB & storage operations.

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Example Prompts That Should Use This Skill

• “Improve logging and error handling in my Hono Worker.”
• “Help me debug an issue using wrangler tail and request IDs.”
• “Add structured logs to all requests and responses.”
• “Integrate Sentry with my Cloudflare Worker for error tracking.”
• “Make sure we don’t log sensitive data but still have enough info to debug.”

For such tasks, rely on this skill to make your Cloudflare Workers observable, debuggable, and safe in production, without overwhelming you with noisy or sensitive logs.