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Monitoring Observability

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ahmedasmar
monitoring-observability

Monitoring and observability strategy, implementation, and troubleshooting. Use this skill whenever the user mentions monitoring, observability, metrics, logs, traces, alerting, SLOs, Prometheus, Grafana, Datadog, Loki, or OpenTelemetry. Triggers include designing metrics strategy (Four Golden Signals, RED/USE), setting up Prometheus/Grafana/Loki, creating alerts or dashboards, calculating SLOs and error budgets, instrumenting with OpenTelemetry, analyzing performance issues, choosing between monitoring tools, optimizing Datadog costs, migrating to open-source stack, and setting up distributed tracing.

Overview

Publisherahmedasmar
Repositorydevops-claude-skills
Skill namemonitoring-observability
Stars
203
Forks
38
Bundled files
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Links
  • Markdown instructions

    A SKILL.md file the model loads on demand, so it only costs tokens when a request actually matches.

  • Works with any LLM

    AI skills are plain Markdown, not provider-specific code, so this works with GPT, Claude, Gemini, Grok, or a local model.

  • 17 bundled files

    Scripts, templates, and references the model can read while it works. Files are read-only and never executed.

  • Open source

    Published by ahmedasmar on GitHub. Read the source before you install it.

Installation

Install the Monitoring Observability AI skill in TypingMind to use it with any LLM, or drop it into another agent that reads SKILL.md.

1

Install in TypingMind

TypingMind installs a skill straight from its GitHub folder — it reads SKILL.md, bundles the resource files, and stores the result locally.

  1. Open the app and go to Plugins → Skills.
  2. Choose "Install from GitHub".
  3. Paste the skill folder URL below and confirm.
    https://github.com/ahmedasmar/devops-claude-skills/tree/main/monitoring-observability/skills
  4. Enable the skill in any chat where you want it available.
Plugins → Skills → Add skill → From GitHub URL, then paste the folder URL and press Continue.
2

Install in another agent

Any agent that reads the Agent Skills format can use this skill — copy the folder into that agent's skills directory.

Claude Code — .claude/skills
git clone --depth 1 https://github.com/ahmedasmar/devops-claude-skills.git /tmp/devops-claude-skills
mkdir -p .claude/skills
cp -r /tmp/devops-claude-skills/monitoring-observability/skills .claude/skills/monitoring-observability
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable Monitoring Observability in any TypingMind chat and the model takes it from there. Its name and description sit in the system prompt, and the moment a request matches, the model loads the full instructions itself — you never invoke it by hand, and it costs no tokens until it is actually used.

The model loads Monitoring Observability on its own as soon as a request matches it.

Works with any AI model

AI skills are plain Markdown instructions rather than provider-specific code, so Monitoring Observability is not tied to the model it was written for. Install it once in TypingMind and use it with GPT-5, Claude, Gemini, Grok, DeepSeek, Mistral, Llama, or a local model you run yourself — all on your own API keys.

  • Loaded only when it is needed

    The system prompt carries just the name and description. The instructions are fetched on the first matching request, so an idle skill costs nothing.

  • Switch models mid-chat

    Because the skill is instructions rather than code, changing model does not break it — the next model reads the same SKILL.md.

Skill instructions

This is the SKILL.md content the model loads. Read it before installing — a skill is instructions your model will follow.

Monitoring & Observability

Core Workflow: Observability Implementation

Use this decision tree to determine your starting point:

Are you setting up monitoring from scratch?
├─ YES → Start with "1. Design Metrics Strategy"
└─ NO → Do you have an existing issue?
    ├─ YES → Go to "9. Troubleshooting & Analysis"
    └─ NO → Are you improving existing monitoring?
        ├─ Alerts → Go to "3. Alert Design"
        ├─ Dashboards → Go to "4. Dashboard & Visualization"
        ├─ SLOs → Go to "5. SLO & Error Budgets"
        ├─ Tool selection → Read references/tool_comparison.md
        └─ Using Datadog? High costs? → Go to "7. Datadog Cost Optimization & Migration"

1. Design Metrics Strategy

Start with The Four Golden Signals

Every service should monitor: Latency (p50/p95/p99), Traffic (req/s), Errors (failure rate), Saturation (resource utilization).

RED Method (request-driven): Rate, Errors, Duration | USE Method (infrastructure): Utilization, Saturation, Errors

Quick Start - Web Application Example:

promql
# Rate (requests/sec)
sum(rate(http_requests_total[5m]))

# Errors (error rate %)
sum(rate(http_requests_total{status=~"5.."}[5m]))
  /
sum(rate(http_requests_total[5m])) * 100

# Duration (p95 latency)
histogram_quantile(0.95,
  sum(rate(http_request_duration_seconds_bucket[5m])) by (le)
)

Deep dive: references/metrics_design.md — metric types, cardinality, naming conventions, dashboard design

Querying Metrics Directly

Query Prometheus and CloudWatch metrics using CLI/curl:

bash
# Query Prometheus instant value
curl -s 'http://localhost:9090/api/v1/query?query=rate(http_requests_total[5m])' | jq .

# Query Prometheus over a time range (last 1h, 15s step)
curl -s 'http://localhost:9090/api/v1/query_range?query=rate(http_requests_total[5m])&start='$(date -u -v-1H +%Y-%m-%dT%H:%M:%SZ)'&end='$(date -u +%Y-%m-%dT%H:%M:%SZ)'&step=15s' | jq .

# Query CloudWatch metrics (e.g., EC2 CPU over last 1 hour)
aws cloudwatch get-metric-statistics \
  --namespace AWS/EC2 \
  --metric-name CPUUtilization \
  --dimensions Name=InstanceId,Value=i-1234567890abcdef0 \
  --start-time $(date -u -v-1H +%Y-%m-%dT%H:%M:%SZ) \
  --end-time $(date -u +%Y-%m-%dT%H:%M:%SZ) \
  --period 300 \
  --statistics Average Maximum

2. Log Aggregation & Analysis

Structured Logging Checklist

Every log entry should include: timestamp (ISO 8601), log level, message, service name, request ID (for tracing).

Example structured log (JSON):

json
{
  "timestamp": "2024-10-28T14:32:15Z",
  "level": "error",
  "message": "Payment processing failed",
  "service": "payment-service",
  "request_id": "550e8400-e29b-41d4-a716-446655440000",
  "user_id": "user123",
  "order_id": "ORD-456",
  "error_type": "GatewayTimeout",
  "duration_ms": 5000
}

Log Analysis

Analyze logs for errors, patterns, and anomalies:

bash
# Analyze log file for patterns
python3 scripts/log_analyzer.py application.log

# Show error lines with context
python3 scripts/log_analyzer.py application.log --show-errors

# Extract stack traces
python3 scripts/log_analyzer.py application.log --show-traces

→ Script: scripts/log_analyzer.py

Deep dive: references/logging_guide.md — structured logging, aggregation patterns (ELK, Loki, CloudWatch), PII redaction, sampling


3. Alert Design

Alert Design Principles

  1. Actionable - If you can't act on it, don't alert
  2. Symptom-based - Alert on user experience, not components
  3. SLO-tied - Connect to business impact
  4. Low noise - Only page for critical issues

Alert Severity Levels

SeverityResponse TimeExample
CriticalPage immediatelyService down, SLO violation
WarningTicket, review in hoursElevated error rate, resource warning
InfoLog for awarenessDeployment completed, scaling event

Multi-Window Burn Rate Alerting

Alert when error budget is consumed too quickly:

yaml
# Fast burn (1h window) - Critical
- alert: ErrorBudgetFastBurn
  expr: |
    (error_rate / 0.001) > 14.4  # 99.9% SLO
  for: 2m
  labels:
    severity: critical

# Slow burn (6h window) - Warning
- alert: ErrorBudgetSlowBurn
  expr: |
    (error_rate / 0.001) > 6  # 99.9% SLO
  for: 30m
  labels:
    severity: warning

Alert Quality Checker

Audit your alert rules against best practices:

bash
# Check single file
python3 scripts/alert_quality_checker.py alerts.yml

# Check all rules in directory
python3 scripts/alert_quality_checker.py /path/to/prometheus/rules/

Checks: naming conventions, required labels/annotations, PromQL quality, 'for' clause to prevent flapping.

→ Script: scripts/alert_quality_checker.py

Alert Templates

Production-ready alert rule templates:

→ Templates:

Deep dive: references/alerting_best_practices.md — alert design patterns, routing, inhibition rules, runbook structure, on-call practices

Runbook Template

Create comprehensive runbooks for your alerts:

→ Template: assets/templates/runbooks/incident-runbook-template.md


4. Dashboard & Visualization

Dashboard Design Principles

  1. Top-down layout: Most important metrics first
  2. Color coding: Red (critical), yellow (warning), green (healthy)
  3. Consistent time windows: All panels use same time range
  4. Limit panels: 8-12 panels per dashboard maximum
  5. Include context: Show related metrics together

Recommended layout: Overall Health (single stats) -> Request Rate & Errors -> Latency Distribution -> Resource Usage

Generate Grafana Dashboards

Automatically generate dashboards from templates:

bash
# Web application dashboard
python3 scripts/dashboard_generator.py webapp \
  --title "My API Dashboard" \
  --service my_api \
  --output dashboard.json

# Kubernetes dashboard
python3 scripts/dashboard_generator.py kubernetes \
  --title "K8s Production" \
  --namespace production \
  --output k8s-dashboard.json

# Database dashboard
python3 scripts/dashboard_generator.py database \
  --title "PostgreSQL" \
  --db-type postgres \
  --instance db.example.com:5432 \
  --output db-dashboard.json

Supports: Web applications, Kubernetes, Databases (PostgreSQL, MySQL).

→ Script: scripts/dashboard_generator.py


5. SLO & Error Budgets

SLO Fundamentals

SLI (measurement), SLO (target), Error Budget (allowed failure = 100% - SLO). See references/slo_sla_guide.md for full definitions.

Common SLO Targets

AvailabilityDowntime/MonthUse Case
99%7.2 hoursInternal tools
99.9%43.2 minutesStandard production
99.95%21.6 minutesCritical services
99.99%4.3 minutesHigh availability

SLO Calculator

Calculate compliance, error budgets, and burn rates:

bash
# Show SLO reference table
python3 scripts/slo_calculator.py --table

# Calculate availability SLO
python3 scripts/slo_calculator.py availability \
  --slo 99.9 \
  --total-requests 1000000 \
  --failed-requests 1500 \
  --period-days 30

# Calculate burn rate
python3 scripts/slo_calculator.py burn-rate \
  --slo 99.9 \
  --errors 50 \
  --requests 10000 \
  --window-hours 1

→ Script: scripts/slo_calculator.py

Deep dive: references/slo_sla_guide.md — choosing SLIs, setting targets, error budget policies, burn rate alerting, SLA contracts


6. Distributed Tracing

When to Use Tracing

Use distributed tracing when you need to:

  • Debug performance issues across services
  • Understand request flow through microservices
  • Identify bottlenecks in distributed systems
  • Find N+1 query problems

OpenTelemetry Implementation

Python example:

python
from opentelemetry import trace

tracer = trace.get_tracer(__name__)

@tracer.start_as_current_span("process_order")
def process_order(order_id):
    span = trace.get_current_span()
    span.set_attribute("order.id", order_id)

    try:
        result = payment_service.charge(order_id)
        span.set_attribute("payment.status", "success")
        return result
    except Exception as e:
        span.set_status(trace.Status(trace.StatusCode.ERROR))
        span.record_exception(e)
        raise

Sampling Strategies

  • Development: 100% (ALWAYS_ON)
  • Staging: 50-100%
  • Production: 1-10% (or error-based sampling)

Error-based sampling (always sample errors, 1% of successes):

python
class ErrorSampler(Sampler):
    def should_sample(self, parent_context, trace_id, name, **kwargs):
        attributes = kwargs.get('attributes', {})

        if attributes.get('error', False):
            return Decision.RECORD_AND_SAMPLE

        if trace_id & 0xFF < 3:  # ~1%
            return Decision.RECORD_AND_SAMPLE

        return Decision.DROP

OTel Collector Configuration

→ Template: assets/templates/otel-config/collector-config.yaml — OTLP/Prometheus/host metrics receivers, batching, tail sampling, multiple exporters (Tempo, Jaeger, Loki, Prometheus, CloudWatch, Datadog)

Deep dive: references/tracing_guide.md — OTel instrumentation (Python, Node.js, Go, Java), context propagation, backend comparison, analysis patterns


7. Datadog Cost Optimization & Migration

Scenario 1: I'm Using Datadog and Costs Are Too High

Check usage directly in the Datadog UI at Plan & Usage > Usage Summary, or query the API:

bash
# Get Datadog usage summary for the current month (requires DD_API_KEY and DD_APP_KEY)
curl -s -X GET "https://api.datadoghq.com/api/v1/usage/summary?start_month=$(date -u +%Y-%m)" \
  -H "DD-API-KEY: ${DD_API_KEY}" \
  -H "DD-APPLICATION-KEY: ${DD_APP_KEY}" | jq .

# Get hourly usage for hosts (identify peak usage)
curl -s -X GET "https://api.datadoghq.com/api/v1/usage/hosts?start_hr=$(date -u -v-24H +%Y-%m-%dT%H)" \
  -H "DD-API-KEY: ${DD_API_KEY}" \
  -H "DD-APPLICATION-KEY: ${DD_APP_KEY}" | jq .
Common Cost Optimization Strategies
  • Custom Metrics (20-40% savings): Remove high-cardinality tags, delete unused metrics, aggregate before sending
  • Log Management (30-50% savings): Sample high-volume services, exclude debug logs in prod, archive to S3 after 7 days
  • APM (15-25% savings): Reduce trace sampling (10% to 5%), remove APM from non-critical services
  • Infrastructure (10-20% savings): Use container-based pricing, remove agents from ephemeral instances, consolidate staging

Scenario 2: Migrating Away from Datadog

Migration to open-source stack (Prometheus + Grafana, Loki, Tempo/Jaeger, Alertmanager). Estimated savings: 60-77%.

Migration Strategy
  • Phase 1 (Month 1-2): Deploy open-source stack in parallel, migrate metrics first, validate accuracy
  • Phase 2 (Month 2-3): Convert dashboards to Grafana, translate alert rules (DQL to PromQL), train team
  • Phase 3 (Month 3-4): Set up Loki for logs, deploy Tempo/Jaeger for traces, update instrumentation
  • Phase 4 (Month 4-5): Confirm all functionality migrated, decommission Datadog

Full migration guide: references/datadog_migration.md | Query translation: references/dql_promql_translation.md


8. Tool Selection & Comparison

SolutionMonthly Cost (100 hosts)Best For
Prometheus + Loki + Tempo$1,500Kubernetes, budget-conscious, ops-capable teams
Grafana Cloud$3,000Open-source stack, low ops overhead
Datadog$8,000Ease of use, full observability out of the box
ELK Stack$4,000Heavy log analysis, powerful search
CloudWatch$2,000Single AWS provider, simple needs

Deep dive: references/tool_comparison.md — full comparison of metrics, logging, tracing, and full-stack platforms


9. Troubleshooting & Analysis

Health Check Validation

Validate health check endpoints using curl:

bash
# Check endpoint returns 200 and measure response time
curl -sf -o /dev/null -w "status:%{http_code} time:%{time_total}s\n" https://api.example.com/health

# Get full response body (check for JSON 'status' field, version info)
curl -sf https://api.example.com/health | jq .

# Check multiple endpoints in sequence
for ep in /health /readiness /liveness; do
  printf "%-20s " "$ep"
  curl -sf -o /dev/null -w "status:%{http_code} time:%{time_total}s\n" "https://api.example.com${ep}"
done

What to verify: 200 status, response time < 1s, JSON format with status field, version/build info, dependency checks, no caching headers (Cache-Control: no-cache).

Common Troubleshooting Workflows

High Latency: Check dashboards for spike -> query traces for slow ops -> check DB slow queries -> check external APIs -> review deployments -> check resource utilization

High Error Rate: Check error logs -> identify affected endpoints -> check dependency health -> review deployments -> check resource limits -> verify configuration

Service Down: Check pods/instances running -> check health endpoint -> review deployments -> check resource availability -> check network -> review startup logs


Quick Reference Commands

Prometheus Queries

promql
# Request rate
sum(rate(http_requests_total[5m]))

# Error rate
sum(rate(http_requests_total{status=~"5.."}[5m]))
  /
sum(rate(http_requests_total[5m])) * 100

# P95 latency
histogram_quantile(0.95,
  sum(rate(http_request_duration_seconds_bucket[5m])) by (le)
)

# CPU usage
100 - (avg(rate(node_cpu_seconds_total{mode="idle"}[5m])) * 100)

# Memory usage
(1 - (node_memory_MemAvailable_bytes / node_memory_MemTotal_bytes)) * 100

See references/quick_commands.md for Kubernetes, Elasticsearch, Loki, and CloudWatch query references.


Resources Summary

Scripts: alert_quality_checker.py | dashboard_generator.py | log_analyzer.py | slo_calculator.py

References: metrics_design.md | alerting_best_practices.md | logging_guide.md | tracing_guide.md | slo_sla_guide.md | tool_comparison.md | datadog_migration.md | dql_promql_translation.md

Templates: prometheus-alerts/webapp-alerts.yml | prometheus-alerts/kubernetes-alerts.yml | otel-config/collector-config.yaml | runbooks/incident-runbook-template.md

Bundled files

The model reads these on demand while the skill is loaded. They are exposed as readable files and are never executed.

Frequently asked questions

What does the Monitoring Observability AI skill do?

Monitoring and observability strategy, implementation, and troubleshooting. Use this skill whenever the user mentions monitoring, observability, metrics, logs, traces, alerting, SLOs, Prometheus, Grafana, Datadog, Loki, or OpenTelemetry. Triggers include designing metrics strategy (Four Golden Signals, RED/USE), setting up Prometheus/Grafana/Loki, creating alerts or dashboards, calculating SLOs and error budgets, instrumenting with OpenTelemetry, analyzing performance issues, choosing between monitoring tools, optimizing Datadog costs, migrating to open-source stack, and setting up distribu...

Why use Monitoring Observability on TypingMind?

Because you install it once and use it with any model. Monitoring Observability is plain Markdown rather than provider-specific code, so the same skill runs on GPT-5, Claude, Gemini, Grok, or a local model — and you can switch model mid-chat without it breaking. TypingMind runs on your own API keys, so you pay providers directly instead of a per-seat subscription, and your skills and chats stay in your own storage.

How do I install Monitoring Observability in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/ahmedasmar/devops-claude-skills/tree/main/monitoring-observability/skills. TypingMind reads its SKILL.md and bundles its files and installs it as a skill you can enable per chat.

Which AI models can use Monitoring Observability?

Any model you connect in TypingMind. AI skills are plain Markdown instructions rather than provider-specific code, so GPT, Claude, Gemini, Grok, and local models can all load this skill when a request matches it.

How many AI models can I use with Monitoring Observability?

As many as you like. As long as a model supports skills, you can use Monitoring Observability with it — GPT, Claude, Gemini, Grok, DeepSeek, Mistral, Llama and more — all on TypingMind with your own API keys.

Is the Monitoring Observability AI skill free?

It is published on GitHub by ahmedasmar. Check the repository for licensing terms. You only pay your own AI provider for the tokens you use.

What are AI skills?

An AI skill is a reusable instruction bundle that teaches an AI model how to do one specific task. It follows the open Agent Skills format: a SKILL.md file with a name and description, plus any scripts, templates or reference files the model may need. The model reads the instructions only when your request matches the skill, so an installed skill costs nothing until it is used.

How are AI skills different from plugins or MCP servers?

A plugin or MCP server gives a model new tools to call — code that runs somewhere and returns a result. An AI skill gives the model knowledge and process instead: how to approach a task, which steps to follow, what good output looks like. Skills are plain Markdown, so they need no server, no API key and no runtime, and they work with any model.

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