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.

No other account needed.

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:

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

Prerequisites

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

Route to dd-pup if pup is not installed or not authenticated
pup uses OAuth2 with token refresh — no long-lived key in the shell for interactive use
Some skills use DD_API_KEY / DD_APP_KEY directly for API access
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)

Skill	Path	Use 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

Skill	Path	Use 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

Skill	Path	Use 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

Skill	Path	Use 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

Skill	Path	Use 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

Skill	Path	Use 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)

Skill	Path	Use 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

Skill	Path	Use 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

Skill	Path	Use 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

Skill	Path	Use 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)

Skill	Path	Use 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

Skill	Path	Use 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

Skill	Path	Use When
`csm-ownership-agent`	`{{JUMP_SKILLS_DIR}}/repos/datadog-ninja/agent-skills/dd-security/csm/ownership-agent/`	Cloud Security Management ownership setup

Datadog Apps

Skill	Path	Use 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

Skill	Path	Use 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

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

Observability Core

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

CI/CD

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

Audit & Compliance

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

Browser & Frontend

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

LLM Ops / Agent Observability

Analyze LLM experiments? → experiment-analyzer
Bootstrap LLM experiment? → experiment-bootstrap
Root-cause LLM failures? → trace-rca
Generate evaluators from traces? → eval-bootstrap
Full eval pipeline? → eval-pipeline

Agent Installation

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

Cloud Integrations

Connect AWS to Datadog? → dd-aws-integration
Connect Azure to Datadog? → dd-azure-integration
Connect GCP to Datadog? → dd-gcp-integration
Connect OCI to Datadog? → dd-oci-integration

Apps & Other

Build a Datadog App? → datadog-app
Cloud security posture? → csm-ownership-agent
Which Datadog products do I need? → dd-product-recommender
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

Task	Route To
Install / authenticate Datadog CLI	`dd-pup`
Why is this endpoint slow?	`dd-apm`
Search error logs for a service	`dd-logs`
Create an alert	`dd-monitors`
What arguments does this function get in prod?	`dd-symdb` → `dd-debugger`
My PR's CI is red	`dd-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 evidence	`compliance-report`
Upgrade Browser SDK to v7	`upgrade-v7`
Instrument React app with RUM	`dd-instrument-rum`
Analyze my LLM experiment	`experiment-analyzer`
Why is my LLM app failing?	`trace-rca`
Install agent on Kubernetes	`k8s-agent-install`
Connect AWS account	`dd-aws-integration`
Build a Datadog App	`datadog-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

Repository	Skills	License	Description
DataDog/pup	11	Apache-2.0	Official Datadog CLI and bundled agent skills
datadog-labs/agent-skills	46	MIT	Extended 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: 29
Forks: 2
Last commit: Sep 2026

Advanced

Catalog kind: skill
Gateway key: datadog-ninja
Source: github.com/fabricioctelles/jump-skills

github.com/fabricioctelles/jump-skills

More in Web & browsing

browser-use
Skill · browser-use webapp-testing
Skill · anthropics Impeccable
Skill · pbakaus azure-resource-lookup
Skill · microsoft azure-compute
Skill · microsoft open-source
Skill · browser-use

Datadog Ninja

What this skill tells your AI

Purpose

Prerequisites

Skill Catalog

CLI & Foundation (from DataDog/pup)

APM & Tracing

Single-Step Instrumentation (SSI) — Kubernetes

Single-Step Instrumentation (SSI) — Linux

Logs

Monitors & Alerting

Live Debugging (from DataDog/pup)

CI Visibility & Test Optimization

Audit Trail

Browser SDK & RUM

Agent Observability (LLM Ops)

Cloud Integrations

Security & Compliance

Datadog Apps

Account & Setup

Routing Logic

CLI & Auth

Observability Core

CI/CD

Audit & Compliance

Browser & Frontend

LLM Ops / Agent Observability

Agent Installation

Cloud Integrations

Apps & Other

Execution Pattern

Quick Reference

Investigation Decision Tree

Common pup Commands

Repositories

Statistics

Signals

More in Web & browsing

Common `pup` Commands