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Datadog Ninja

SkillWeb & browsing

Master orchestrator for 57 official Datadog agent skills from DataDog/pup and datadog-labs/agent-skills. Use when working with ANY Datadog observability task: APM and distributed tracing, log search and pipelines, monitors and alerting, live production debugging, audit trail investigations, browser SDK instrumentation, Agent Observability (LLM Ops), cloud integrations (AWS/Azure/GCP/OCI), CI/CD visibility, flaky tests, Single-Step Instrumentation (SSI), Datadog Apps, or security posture management. Routes to the optimal specialized skill based on context. Triggers: Datadog, DataDog, dd, pup CLI, APM, distributed tracing, traces, spans, service map, flame graph, datadog logs, log pipelines, log archives, log indexes, monitors, alerting, mute, downtime, live debugger, dynamic instrumentation, log probes, symbol database, symdb, CI Visibility, flaky test, test optimization, unblock PR, ddtrace, DD_API_KEY, DD_SITE, audit trail, who changed, compliance, SOC 2, PCI, browser SDK, RUM, session replay, Agent Observability, LLM Obs, experiments, evaluators, traces RCA, SSI, Single-Step Instrumentation, Kubernetes agent, Linux agent, AWS integration, Azure integration, GCP integration, OCI integration, Datadog Apps, App Builder, CSM, cloud security.

Available today. Use it from your connected AI after setup.

Connect ahel once, and every AI you use reads what you have installed.

Then ask your AI: use the Datadog Ninja skill

What this skill tells your AI

The instructions your AI receives, as published by fabricioctelles/jump-skills in ninjas/datadog-ninja/SKILL.md and read by ahel’s review.

Jump Skill — Master orchestrator that routes Datadog observability tasks to 57 specialized skills from official Datadog repositories.

Purpose

This skill acts as an intelligent router to the comprehensive Datadog skills library. Instead of manually searching for the right skill, describe your observability task and this skill will:

  1. Identify the most relevant specialized skill(s)
  2. Load the full skill instructions on demand
  3. Execute the task with expert-level Datadog knowledge

Prerequisites

Most skills drive the pup CLI (the official Datadog CLI). Before executing a task:

  1. Route to dd-pup if pup is not installed or not authenticated
  2. pup uses OAuth2 with token refresh — no long-lived key in the shell for interactive use
  3. Some skills use DD_API_KEY / DD_APP_KEY directly for API access
  4. Datadog site matters (datadoghq.com, datadoghq.eu, us3, us5, ap1) — confirm DD_SITE before API calls

Read operations (searching logs, inspecting traces, listing monitors) are safe to run directly. Write operations (creating monitors, placing probes, deleting pipelines) change production state — confirm with the user first.

Skill Catalog

CLI & Foundation (from DataDog/pup)

SkillPathUse When
dd-pup{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-pup/Install/authenticate the pup CLI, OAuth2 setup, token refresh, org and site selection
dd-docs{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-docs/Look up Datadog documentation via docs.datadoghq.com/llms.txt
dd-code-generation{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-code-generation/Generate application code using Datadog API clients (TypeScript, Python, Java, Go, Rust)
dd-file-issue{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-file-issue/File a bug or feature request against the pup CLI

APM & Tracing

SkillPathUse When
dd-apm{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-apm/Traces, services, dependencies, performance analysis (pup)
dd-apm{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/Extended APM with SSI onboarding workflows
service-remapping{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/service-remapping/Remap service names in APM
Single-Step Instrumentation (SSI) — Kubernetes
SkillPathUse When
k8s-agent-install{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/k8s-ssi/agent-install/Install Datadog Agent on Kubernetes
k8s-enable-ssi{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/k8s-ssi/enable-ssi/Enable SSI on K8s cluster
k8s-verify-ssi{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/k8s-ssi/verify-ssi/Verify SSI is working on K8s
k8s-troubleshoot-ssi{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/k8s-ssi/troubleshoot-ssi/Troubleshoot SSI issues on K8s
k8s-onboarding-summary{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/k8s-ssi/onboarding-summary/SSI onboarding summary for K8s
Single-Step Instrumentation (SSI) — Linux
SkillPathUse When
linux-agent-install{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/linux-ssi/agent-install/Install Datadog Agent on Linux hosts
linux-enable-ssi{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/linux-ssi/enable-ssi/Enable SSI on Linux
linux-verify-ssi{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/linux-ssi/verify-ssi/Verify SSI is working on Linux
linux-troubleshoot-ssi{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/linux-ssi/troubleshoot-ssi/Troubleshoot SSI issues on Linux
linux-onboarding-summary{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apm/linux-ssi/onboarding-summary/SSI onboarding summary for Linux

Logs

SkillPathUse When
dd-logs{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-logs/Log search, pipelines, archives, indexes, cost control (pup)
dd-logs{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-logs/Extended log management workflows

Monitors & Alerting

SkillPathUse When
dd-monitors{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-monitors/Create, update, mute monitors; alerting best practices (pup)
dd-monitors{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-monitors/Extended monitor management

Live Debugging (from DataDog/pup)

SkillPathUse When
dd-symdb{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-symdb/Search a service's symbols to find probe-able methods
dd-debugger{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-debugger/Capture runtime values in production with log probes — no redeploy

dd-symdb almost always precedes dd-debugger: find the method, then probe it.

CI Visibility & Test Optimization

SkillPathUse When
dd-unblock-pr{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-unblock-pr/PR CI failing — classify as flaky/infra/regression (pup)
dd-triage-flaky-test{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/pup/skills/dd-triage-flaky-test/Deep-dive on a specific flaky test (pup)
unblock-pr{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-software-delivery/unblock-pr/Extended PR unblock with MCP support
triage-flaky-test{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-software-delivery/triage-flaky-test/Extended flaky test triage with MCP support

Audit Trail

SkillPathUse When
dd-audit{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-audit/Audit Trail investigations overview
security-investigation{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-audit/security-investigation/Who changed what? User activity, deletions, permission changes
key-compromise{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-audit/key-compromise/Investigate potentially compromised API keys
cost-spike-investigation{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-audit/cost-spike-investigation/Why did my bill go up? Usage spike root cause
compliance-report{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-audit/compliance-report/Generate SOC 2 / PCI DSS evidence from audit data
ai-activity-audit{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-audit/ai-activity-audit/Audit AI assistant / MCP tool activity

Browser SDK & RUM

SkillPathUse When
dd-browser-sdk{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-browser-sdk/Browser SDK overview — RUM, Logs, Session Replay, profiling
upgrade-v5{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-browser-sdk/upgrade-v5/Upgrade Browser SDK from v4 to v5
upgrade-v6{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-browser-sdk/upgrade-v6/Upgrade Browser SDK from v5 to v6
upgrade-v7{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-browser-sdk/upgrade-v7/Upgrade Browser SDK from v6 to v7
dd-instrument-rum{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-instrument-rum/Instrument browser apps with RUM (React, Next.js, Angular, Vue, Svelte)

Agent Observability (LLM Ops)

SkillPathUse When
experiment-analyzer{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-experiment-analyzer/Analyze and compare offline LLM experiments
experiment-bootstrap{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-experiment-bootstrap/Bootstrap reproducible LLM experiments (Python/Node SDK)
trace-rca{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-trace-rca/Root-cause production failures using eval judge signal
eval-bootstrap{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-eval-bootstrap/Generate evaluator code from production traces
eval-pipeline{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-eval-pipeline/End-to-end pipeline: classify → RCA → bootstrap → experiment → analyze
session-classify{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-session-classify/Classify if user intent was satisfied in a session
auto-experiment{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-auto-experiment/Local hill-climb: baseline-eval a prompt, iterate improvements
replay-trace{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/agent-observability/agent-observability-replay-trace/Re-run a trace against local code, diff old vs new output

Cloud Integrations

SkillPathUse When
dd-aws-integration{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-aws-integration/Set up AWS integration with Datadog
dd-azure-integration{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-azure-integration/Set up Azure integration with Datadog
dd-gcp-integration{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-gcp-integration/Set up GCP integration with Datadog
dd-oci-integration{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-oci-integration/Set up Oracle Cloud (OCI) integration with Datadog

Security & Compliance

SkillPathUse When
csm-ownership-agent{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-security/csm/ownership-agent/Cloud Security Management ownership setup

Datadog Apps

SkillPathUse When
datadog-app{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-apps/datadog-app/Build Datadog Apps — scaffold, run locally, upload, publish, DDSQL

Account & Setup

SkillPathUse When
dd-account-setup{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-account-setup/Initial Datadog account setup and configuration
dd-product-recommender{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-product-recommender/Recommend Datadog products for a codebase/goal

Routing Logic

When a task arrives:

CLI & Auth

  1. pup not installed or auth failing? → dd-pup first, then the real skill
  2. Datadog documentation question? → dd-docs
  3. Need to generate API client code? → dd-code-generation

Observability Core

  1. Slow service, latency, traces, spans? → dd-apm
  2. Searching logs, pipelines, cost/retention? → dd-logs
  3. Creating/muting alerts? → dd-monitors
  4. Runtime debugging in production? → dd-symdb then dd-debugger

CI/CD

  1. PR CI red, unclear why? → dd-unblock-pr or unblock-pr
  2. One known flaky test? → dd-triage-flaky-test or triage-flaky-test

Audit & Compliance

  1. Who changed what? → security-investigation
  2. API key compromised? → key-compromise
  3. Bill went up unexpectedly? → cost-spike-investigation
  4. Need SOC 2 / PCI evidence? → compliance-report
  5. What did the AI assistant do? → ai-activity-audit

Browser & Frontend

  1. Instrument browser app with RUM? → dd-instrument-rum
  2. Upgrade Browser SDK? → upgrade-v5, upgrade-v6, or upgrade-v7

LLM Ops / Agent Observability

  1. Analyze LLM experiments? → experiment-analyzer
  2. Bootstrap LLM experiment? → experiment-bootstrap
  3. Root-cause LLM failures? → trace-rca
  4. Generate evaluators from traces? → eval-bootstrap
  5. Full eval pipeline? → eval-pipeline

Agent Installation

  1. Install agent on Kubernetes? → k8s-agent-install → k8s-enable-ssi
  2. Install agent on Linux? → linux-agent-install → linux-enable-ssi
  3. Verify/troubleshoot SSI? → *-verify-ssi or *-troubleshoot-ssi

Cloud Integrations

  1. Connect AWS to Datadog? → dd-aws-integration
  2. Connect Azure to Datadog? → dd-azure-integration
  3. Connect GCP to Datadog? → dd-gcp-integration
  4. Connect OCI to Datadog? → dd-oci-integration

Apps & Other

  1. Build a Datadog App? → datadog-app
  2. Cloud security posture? → csm-ownership-agent
  3. Which Datadog products do I need? → dd-product-recommender
  4. Initial account setup? → dd-account-setup

Execution Pattern

1. Announce: "Routing to [skill-name]..."
2. Verify: pup installed + authenticated (route to dd-pup if not)
3. Load: Read the SKILL.md from the path in the catalog
4. Execute: Follow the skill's instructions
5. Confirm: For any write operation, confirm with the user before running it
6. Cite: Reference the skill in the response

Quick Reference

TaskRoute To
Install / authenticate Datadog CLIdd-pup
Why is this endpoint slow?dd-apm
Search error logs for a servicedd-logs
Create an alertdd-monitors
What arguments does this function get in prod?dd-symdb → dd-debugger
My PR's CI is reddd-unblock-pr
Is this test flaky?dd-triage-flaky-test
Who deleted monitors yesterday?security-investigation
Was this API key compromised?key-compromise
Why did my bill spike?cost-spike-investigation
Generate SOC 2 evidencecompliance-report
Upgrade Browser SDK to v7upgrade-v7
Instrument React app with RUMdd-instrument-rum
Analyze my LLM experimentexperiment-analyzer
Why is my LLM app failing?trace-rca
Install agent on Kubernetesk8s-agent-install
Connect AWS accountdd-aws-integration
Build a Datadog Appdatadog-app

Investigation Decision Tree

Something is wrong in production

Where does the symptom show up?
├── Requests slow / erroring
│   ├── Which service? → dd-apm (service map, trace search)
│   ├── Which endpoint / span? → dd-apm (trace detail)
│   └── What were the actual runtime values? → dd-symdb → dd-debugger
├── Errors in the logs
│   ├── Find them → dd-logs (search, facets)
│   └── Logs missing or malformed → dd-logs (pipelines, indexes)
├── Alert fired (or should have)
│   └── dd-monitors (create, tune, mute)
├── Need to audit who did what
│   ├── Configuration changes → security-investigation
│   ├── API key activity → key-compromise
│   └── Cost spike → cost-spike-investigation
├── LLM / AI agent issues
│   ├── Experiment results → experiment-analyzer
│   ├── Production failures → trace-rca
│   └── Need evaluators → eval-bootstrap
└── Need the API surface for something else
    └── dd-docs → dd-code-generation

CI is broken (not production)
├── Whole PR pipeline red → dd-unblock-pr
└── One test flapping → dd-triage-flaky-test

Setting up Datadog
├── First time? → dd-account-setup
├── Which products? → dd-product-recommender
├── Agent on K8s? → k8s-agent-install → k8s-enable-ssi
├── Agent on Linux? → linux-agent-install → linux-enable-ssi
├── Connect AWS/Azure/GCP/OCI? → dd-*-integration
└── Browser instrumentation? → dd-instrument-rum

Common pup Commands

# Authentication
pup auth login                          # OAuth2 login
pup auth status                         # Verify authentication and org

# Logs
pup logs search 'service:api status:error' --from now-1h

# APM
pup apm services list

# Monitors
pup monitors list --tags team:platform
pup monitors mute <monitor_id> --end <ts>

# Audit
pup audit-logs search --query "@action:deleted" --from 24h

Exact flags vary by pup version — route to dd-pup and confirm against pup --help.

Repositories

RepositorySkillsLicenseDescription
DataDog/pup11Apache-2.0Official Datadog CLI and bundled agent skills
datadog-labs/agent-skills46MITExtended skills: Agent Observability, Audit, Browser SDK, SSI, Cloud Integrations

Statistics

  • Total Skills: 57
  • Repositories: 2 (official Datadog)
  • Licenses: Apache-2.0, MIT

Jump Skill maintained at github.com/fabricioctelles/jump-skills

Signals

GitHub stars
28
Forks
1
Last commit
Sep 2026
Advanced
Catalog kind
skill
Gateway key
datadog-ninja
Source
github.com/fabricioctelles/jump-skills

github.com/fabricioctelles/jump-skills

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