Skill: bitdrift Critical User Journey Monitoring
by bitdrift
Stands up end-to-end monitoring for a business-critical flow — path discovery, conversion funnel, completion SLO, step-duration alerts and a dashboard.
Create and audit Datadog monitors from an agent via the pup CLI — with alerting rules that stop the usual flapping, unscoped and unowned monitors.
Most monitor problems are not "the alert did not fire" — they are alerts that fire constantly and get muted, or alerts scoped to {*} that page someone for a host nobody owns. This official Datadog skill teaches an agent both halves: driving the pup CLI to list, inspect and create monitors, and the judgement to make the monitor worth having.
The guidance is opinionated in the way alerting guidance has to be. Evaluation windows use last_5m rather than last_1m, because a one-minute window on CPU is a flap generator. Queries must be scoped by env and service and grouped by host, not left as {*}. Recovery thresholds are treated as mandatory rather than optional — a critical at 80 with a critical_recovery at 70 is what keeps a monitor from oscillating across the line. Notification bodies carry template variables, a runbook and the on-call handles, so the page arrives with the context needed to act on it.
Beyond creation, the skill includes jq recipes for the two audits nobody runs: finding monitors with no team: tag, and ranking monitors by recent state churn to surface the noisiest ones. It also draws the distinction between downtime and monitor edits — planned silence belongs in a downtime window (pup downtime create), not in a threshold change that quietly alters behaviour forever.
Notably, the skill instructs the agent never to delete a monitor directly. Instead it renames it with a [MARKED FOR DELETION] prefix, so a human confirms the removal. That is the sort of guard rail worth having when an agent is operating alerting configuration.
Covers the full monitor type table (metric, query, service check, event, log, composite, APM) and a failure-handling table mapping symptoms to fixes. Requires the pup CLI, authenticated with pup auth login. MIT-licensed, published by Datadog Labs, and works with Claude Code, Codex CLI, Gemini CLI, Cursor, Windsurf and OpenCode.
The instructions your agent loads, as published by Datadog.
by bitdrift
Stands up end-to-end monitoring for a business-critical flow — path discovery, conversion funnel, completion SLO, step-duration alerts and a dashboard.
by Datadog
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by Datadog
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by Datadog
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