# Logging Sucks

> Use when adding, refactoring, or reviewing logging code and callsites across a codebase. Ensures structured, queryable, context-rich logging.

- Skill: `tomevault-io/logging-sucks` (Agent Skill, multi-file: 2 files)
- Install (CLI): `npx skillmds@latest add tomevault-io/logging-sucks`
- Raw SKILL.md: https://api.skillmd.com/api/skills/tomevault-io/logging-sucks/raw
- Safety review: pending (external: skill-scanner PASS, skillspector PASS)
- Works with: Claude Code, Claude.ai, OpenAI Codex
- Category: Coding & Dev Tools
- License: MIT
- Author: tomevault-io (https://skillmd.com/u/tomevault-io)
- Updated: 2026-09-17
- Page: https://skillmd.com/skills/tomevault-io/logging-sucks

---


> This skill is adapted from ["Logging sucks. And here's how to make it better."](https://loggingsucks.com/) by Boris Tane.

When helping with logging, observability, or debugging strategies, follow these principles:

## Core Philosophy

- Logs are optimized for querying, not writing — always design with debugging in mind
- Context is everything — a log without correlation IDs is useless in distributed systems
- Logs are for humans during incidents, not just for compliance or "just in case"
- If you can't filter and search your logs effectively, they provide zero value
- **Mental model shift**: Log *what happened to this request*, not *what your code is doing*

## Wide Events / Canonical Log Lines

Instead of scattering 10-20 log lines throughout a request, emit **one comprehensive event per request per service**. This is the most important concept for effective logging.

- Build the event object throughout the request lifecycle
- Enrich it with context as you process (user info, business data, feature flags)
- Emit once at the end with all context attached
- Include 30-50+ fields containing everything useful for debugging

Example wide event structure:
```json
{
  "timestamp": "2025-01-15T10:23:45.612Z",
  "request_id": "req_8bf7ec2d",
  "trace_id": "abc123",
  "service": "checkout-service",
  "method": "POST",
  "path": "/api/checkout",
  "status_code": 500,
  "duration_ms": 1247,
  "user": {
    "id": "user_456",
    "subscription": "premium",
    "account_age_days": 847
  },
  "cart": {
    "id": "cart_xyz",
    "item_count": 3,
    "total_cents": 15999
  },
  "error": {
    "type": "PaymentError",
    "code": "card_declined",
    "message": "Card declined by issuer"
  },
  "feature_flags": {
    "new_checkout_flow": true
  }
}
```

This enables queries like: "Show all checkout failures for premium users where new_checkout_flow was enabled, grouped by error code."

## Structured Logging Requirements

- Always use key-value pairs (JSON) instead of string interpolation
- Bad: `"Payment failed for user 123"`
- Good: `{"event": "payment_failed", "user_id": "123", "reason": "insufficient_funds", "amount": 99.99}`
- Structured logs are machine-parseable, enabling aggregation, alerting, and dashboards

## Required Fields for Every Log Event

- `timestamp` — RFC3339 with timezone (e.g., `2025-01-24T20:00:00Z`)
- `level` — debug, info, warn, error (be consistent, don't invent new levels)
- `event` — machine-readable event name, snake_case (e.g., `user_login_success`)
- `request_id` or `trace_id` — for correlating logs across a single request
- `service` — which service/application emitted this log
- `environment` — prod, staging, dev

## Examples of High-Cardinality Fields (always include when available)

- `user_id`, `org_id`, `account_id` — who is affected
- `request_id`, `trace_id`, `span_id` — for distributed tracing
- `order_id`, `transaction_id`, `job_id` — domain-specific identifiers

These fields are what make logs actually queryable during incidents. Without them, you're grepping through millions of lines blindly.

Look for opportunities for high-cardinality fields that can help you identify the root cause of an issue quickly.

## Context Propagation

- Pass trace/request IDs through all service boundaries (HTTP headers, message queues, etc.)
- Downstream services must inherit correlation IDs from upstream
- Use middleware or interceptors to automatically inject context into every log
- For async jobs, store and restore the original request context

## Log Levels — Use Them Correctly

- `debug` — Verbose details for local development, usually disabled in production
- `info` — Normal operations worth recording (user actions, job completions, deploys)
- `warn` — Something unexpected happened but the system handled it (retries, fallbacks)
- `error` — Something failed and likely needs human attention (exceptions, failed requests)

Don't log errors for expected conditions (e.g., user enters wrong password)

## What to Log

- Request entry and exit points (with duration)
- State transitions (order created → paid → shipped)
- External service calls (with latency and response codes)
- Authentication and authorization events
- Background job starts, completions, and failures
- Retry attempts and circuit breaker state changes

## What NOT to Log

- Sensitive data (passwords, tokens, PII, credit card numbers)
- Logs inside tight loops (will generate millions of useless entries)
- Success cases that provide no debugging value
- Redundant information already captured by infrastructure (load balancer logs, etc.)

## Naming Conventions

- Be consistent across all services — agree on field names as a team
- Use snake_case for field names: `user_id`, not `userId` or `user-id`
- Use past-tense verbs for events: `payment_completed`, not `complete_payment`
- Prefix events by domain when helpful: `auth.login_failed`, `billing.invoice_created`

## Performance Considerations

- Avoid logging inside hot paths unless absolutely necessary
- Buffer and batch log writes to reduce I/O overhead
- Consider log levels that can be changed at runtime without redeploying

## Sampling Strategy (Tail Sampling)

Use **tail sampling** — make the sampling decision *after* the request completes based on its outcome:

1. **Always keep errors** — 100% of 5xx status codes, exceptions, and failures
2. **Always keep slow requests** — anything above your p99 latency threshold
3. **Always keep specific users** — VIP customers, internal testing accounts, flagged sessions
4. **Randomly sample the rest** — happy, fast requests get sampled at 1-5%

This ensures you never lose the events that matter during incidents while keeping costs manageable.

## During Incidents

- Your logs should answer: Who was affected? What failed? When? Why?
- If you can't answer these within 5 minutes of querying, your logging strategy needs work
- Post-incident: add the logs you wished you had

## Common Misconceptions

- **Structured logging != wide events** — JSON logs with 5 fields scattered across 20 lines are still useless. Wide events are a philosophy: one comprehensive event per request.
- **OpenTelemetry won't save you** — OTel is a delivery mechanism, not a strategy. It doesn't decide what to log or add business context. You still need to deliberately instrument with wide events.
- **High cardinality is only expensive on legacy systems** — Modern columnar databases (ClickHouse, BigQuery) are designed for high-cardinality, high-dimensionality data.

---
> Converted and distributed by [TomeVault](https://tomevault.io/claim/elithrar) — claim your Tome and manage your conversions.
<!-- tomevault:4.0:skill_md:2026-04-11 -->

