IT OPS
Reconcile Orphaned Datadog Downtimes Against the Outlook Calendar
On a schedule, this workflow compares active Datadog downtimes to the Outlook maintenance calendar and clears any downtime whose window has already ended.
How it runs
The automated pipeline, trigger to output.
- TriggerDaily reconciliation schedule
- ActionList active Datadog downtimesDatadog
- ActionFetch current Outlook maintenance eventsOutlook
- LogicClassify each downtime: active, expired, orphaned
- ActionCancel expired downtimes in DatadogDatadog
- OutputSend reconciliation digest to SlackSlack
What it does
Finds downtimes that should have been lifted. It lists every active Datadog downtime, matches each against the Outlook maintenance calendar, cancels downtimes whose windows have ended, and flags any downtime with no matching calendar event at all.
When to use it
Use it as a safety net when a window-end automation fails or someone mutes monitors manually and forgets to undo it — a common cause of missed production alerts.
How it works
- 1A daily schedule fires the reconciler.
- 2It fetches all active Datadog downtimes and the current Outlook maintenance events.
- 3For each downtime, a matcher classifies it: still inside its window, expired window, or no matching event.
- 4Expired downtimes are cancelled in Datadog so monitors resume alerting.
- 5Orphaned downtimes (no calendar backing) are left in place but flagged.
- 6A Slack digest summarizes what was cleared and lists the orphans for an engineer to confirm or remove.
Set it up
What you configure once, before turning it on.
- 1Connect DatadogMetrics, traces, log search.
- 2Connect OutlookMail, calendar, contacts.
- 3Connect SlackChannels, DMs, threads, mentions.
- 4Set each agent's modelWe leave models unset so you pick the tier — fast + cheap, or top-quality.
- 5Tune it to your dataEdit the prompts, filters, and field mappings so it matches how your team works.
- 6Test, then turn it onRun once against a sample, confirm the output, then enable the trigger.
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Run it inside a business
This workflow drops into a full company template. Import the org, and this is one of the playbooks its agents run.
Run this workflow in your colony.
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