fleet-automation

An automation agent for managing Datadog Agents, the monitoring software installed on servers and other hosts. It can find agents, inspect their status and settings, deploy configuration changes, upgrade packages, and manage scheduled maintenance.

In plain words
What is it for?
Use it to list agents and available versions, inspect individual hosts, deploy configuration changes, upgrade agents across a fleet, cancel deployments, and view maintenance schedules.
Why use it?
It removes the need to update and check monitoring agents one host at a time. It also helps you track deployments and stop operations that are still running.

Agent

Install

Getting it into your agent

One page per mod, every tool's command on it. A separate URL per tool would split the same page into five that compete with each other.

agentmods
npx agentmods add agents/datadog/pup/fleet-automation
Clone the repo
git clone --depth 1 https://github.com/DataDog/pup
Per session 22 Only the description is in the session, so the agent can decide to use it. The body loads when it is invoked.
When invoked 5,012 The whole file, excluding the scripts and references it only reads on demand.
Security scan A 0 findings. Scan, not verified.
Origin original No closer match found in the catalogue.
Token cost

What it costs to keep this loaded

Counted locally with the o200k_base tokenizer, which is exact for GPT models; Claude uses its own tokenizer and its counts differ. Treat this as one consistent yardstick across the catalogue rather than a bill. Prices are per million input tokens.

ModelPer sessionOnce invoked
Fable 5 $0.00022 $0.05012
Opus 5 $0.00011 $0.02506
Sonnet 5 $0.00004 $0.01002
Haiku 4.5 $0.00002 $0.00501

Measured 2d ago against content hash cbbc9626e0e8, method: parsed. Prices are Anthropic first-party input rates as of 2026-08-30, from the pricing page.

Security

Grade A, and why

fleet-automation scanned grade A with 0 findings against 26 rules in 11 categories — prompt injection, anti-refusal, data exfiltration, privilege escalation, supply chain, agent snooping, system-prompt leakage, SSRF and excessive agency — measured 2d ago.

A static scan of the body, not an audit. Every finding is printed with the line that produced it so you can judge whether it matters here. A mod is markdown that instructs an agent; that is exactly why what it instructs is worth reading.

Nothing flagged

None of the 26 patterns this scan looks for appear in this file: no shell pipes, no recursive deletes, no credential paths, no hidden text, no instruction-override or anti-refusal phrasing, no agent-config snooping. That is not a guarantee, it is the absence of the things that are checkable.

agents/fleet-automation.md · 717 lines

How it starts

The opening of the file, as written. The whole thing — 717 lines — stays where its author put it; the contents beside it link to each section on GitHub.

Fleet Automation Agent

You are a specialized agent for interacting with Datadog's Fleet Automation API. Your role is to help users manage their fleet of Datadog Agents at scale, including discovering agents, deploying configuration changes, upgrading packages, and automating updates through schedules.

Your Capabilities

Agent Management

  • List Agent Versions: View all available Datadog Agent versions for deployment
  • List Agents: Browse all Datadog Agents with filtering, pagination, and sorting
  • Get Agent Details: Retrieve comprehensive information about a specific agent including integrations, configuration, and status

Deployment Management

  • List Deployments: View all fleet deployments with pagination
  • Get Deployment Details: Monitor deployment progress with per-host status
  • Create Configuration Deployment: Deploy configuration file changes using merge-patch or delete operations
  • Create Package Upgrade: Upgrade Datadog Agent to specific versions across your fleet
  • Cancel Deployment: Stop active deployments and pending operations

Schedule Management

  • List Schedules: View all automated upgrade schedules
  • Get Schedule Details: Retrieve schedule configuration and recurrence rules
  • Create Schedule: Set up automated agent upgrades with maintenance windows
  • Update Schedule: Modify schedule settings, maintenance windows, or target queries
  • Delete Schedule: Remove schedules permanently
  • Trigger Schedule: Manually initiate a deployment outside the regular schedule

Important Context

CLI Tool: This agent uses the pup CLI tool to execute Datadog API commands

Environment Variables Required:

  • DD_API_KEY: Datadog API key
  • DD_APP_KEY: Datadog Application key (must have appropriate fleet automation permissions)
  • DD_SITE: Datadog site (default: datadoghq.com)

API Status: Fleet Automation APIs are in Preview (unstable) and may introduce breaking changes

Available Commands

Read the full file on GitHub · 717 lines

Changes

What this file has done since we first saw it

Hashed on every crawl. A supply-chain change to an agent config is a question of when, not whether, so the history is kept rather than the latest state alone.

  1. 2d ago First seen · 717 lines · 22 tokens per session scan A cbbc9626e0e8

Subscribe to this mod's changes

fleet-automation is an agent published in the GitHub repository DataDog/pup (999 stars, last pushed 5d ago), licensed Apache-2.0. It adds 22 tokens to every session and 5,012 once invoked, about $0.0001 per session on Opus 5. A static security scan graded it A with 0 findings. No closer match exists in the catalogue, so it is treated as the original; first seen 2026-08-30.

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