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Logging best practices

Skill ncklrs/startup-os-skills/skills/logging-best-practices

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Expert logging guidance based on Boris Tane's loggingsucks.com philosophy. Use when implementing logging, adding observability, debugging production issues, or reviewing code that includes log statements. Covers wide events architecture, structured logging, smart sampling, and high-cardinality field design.

SKILL.md

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Logging Best Practices

Expert guidance for production-grade logging based on Boris Tane's loggingsucks.com philosophy.

Core Philosophy

Stop logging "what your code is doing." Start logging "what happened to this request."

Traditional logging is optimized for writing, not querying. Developers emit logs for immediate debugging convenience without considering how they'll be searched later. This creates massive signal-to-noise ratios at scale.

The Wide Events Architecture

Instead of scattered log statements throughout your code, build one comprehensive event per request per service:

// ❌ Traditional scattered logging
logger.info("Request started");
logger.info(`User ${userId} found`);
logger.info("Fetching cart");
logger.debug(`Cart has ${items.length} items`);
logger.info("Processing payment");
logger.error(`Payment failed: ${error.message}`);

// ✅ Wide event - build throughout request, emit once
const event = {
  request_id: req.id,
  timestamp: Date.now(),
  service: "checkout",
  version: "2.3.1",

  user: { id: userId, tier: "premium", account_age_days: 847 },
  cart: { id: cartId, item_count: 3, total_cents: 15999 },
  payment: { method: "card", provider: "stripe", latency_ms: 234 },

  outcome: "failure",
  error: { type: "PaymentDeclined", code: "card_declined", retriable: true }
};

logger.info(event);

Key Concepts

ConceptDefinition
Wide EventOne comprehensive, context-rich log per request per service
CardinalityNumber of unique values (user IDs = high, HTTP methods = low)
DimensionalityCount of fields per event (aim for 40+ meaningful fields)
Tail SamplingSample decisions after request completion based on outcomes

When to Apply This Skill

  • Implementing logging in new services
  • Reviewing code with log statements
  • Debugging production issues
  • Designing observability strategy
  • Migrating from printf-style to structured logging
  • Reducing log volume while improving queryability

What This Skill Provides

  1. Wide event patterns for different frameworks and languages
  2. Field design guidance for high-cardinality debugging
  3. Sampling strategies that preserve signal
  4. Anti-pattern detection in existing logging code
  5. Query-first thinking for log architecture

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