AI-native automation
Automate work across
Datadog and 
Microsoft Outlookwith Caddi AI Agents.
Automate anything you do across Datadog, Microsoft Outlook, and the rest of your tools. Sign in, show or tell Caddi what you want, and it runs end to end. No workflow builder.
How to connect Datadog and Microsoft Outlook
Connect Datadog to Caddi
Allow1Sign in to Datadog
One click with your own Datadog login. No API keys.
Connect Microsoft Outlook to Caddi
Allow2Sign in to Microsoft Outlook
The same click again. Both tools are connected.
Send email in Microsoft Outlook when monitor alert in Datadog.
ScreenshareType it3Show or tell it
Screenshare the job, or type it in chat. Change it any time.
- Running
14 done1 for review
4Watch it run
Caddi does the work and flags anything unsure for review.
What Caddi is and how it works
An AI teammate that runs your back-office loops.
- Doesn't break. Caddi reads intent, so when fields move or UIs change, your loop keeps running.
- Taught like a new hire. Walk Caddi through the work once. Tweak it later by chat, with no workflow builder to re-architect.
SOC 2 attested · Human-in-the-loop · Full audit trail · 150+ tools across legal, finance, and operations
Practical ways to use Datadog and Microsoft Outlook together
- 01
Send email in Microsoft Outlook when monitor alert in Datadog.
Caddi watches Datadog for monitor alert and send email in Microsoft Outlook. No copy-paste, no missed records.
- 02
Post event in Datadog when new email in Microsoft Outlook.
Caddi watches Microsoft Outlook for new email and post event in Datadog so the two systems stay in lockstep.
- 03
Reply to email in Microsoft Outlook from Datadog events.
When alert recovered happens in Datadog, Caddi reply to email in Microsoft Outlook with the right context attached.
Actions Caddi can take across Datadog and Microsoft Outlook
- Datadog
Monitor alert
Triggers when a Datadog monitor fires.
- Datadog
Alert recovered
Triggers when a monitor returns to OK.
- Datadog
New event
Triggers when an event is posted to the stream.
- Datadog
Post event
Send an event to the Datadog stream.
- Datadog
Mute monitor
Silence a monitor for a maintenance window.
- Datadog
Fetch metrics
Pull metric values for a report.
- Microsoft Outlook
New email
Triggers when a new email arrives in your inbox.
- Microsoft Outlook
New event
Triggers when a new event is added to your calendar.
- Microsoft Outlook
Flag set on email
Triggers when you flag a message for follow-up.
- Microsoft Outlook
Send email
Send a new email from your Outlook account.
- Microsoft Outlook
Reply to email
Reply to an existing email thread.
- Microsoft Outlook
Forward email
Forward an existing email to one or more recipients.
- Microsoft Outlook
Create event
Add a new calendar event with attendees and reminders.
- Microsoft Outlook
Move message
Move an email between folders.
Common questions
How does Caddi connect Datadog and Microsoft Outlook?
Datadog and Microsoft Outlook just run together. You teach Caddi the way you'd teach a new hire: walk it through how you use them today, with no workflow builder to wire up. Caddi turns that walkthrough into a verified loop and runs it against Datadog and Microsoft Outlook end-to-end.
Do I need engineering help?
No. Whoever does the work today walks Caddi through it on a call, the same way they'd train a new hire. Caddi builds the loop. No code, no IT ticket.
Is my data safe?
Yes. Caddi is SOC 2 attested. The AI watches and builds the automation, and once the loop ships it runs as deterministic code, repeatable and logged, with any model step scoped and reviewable.
Can Caddi connect Datadog and Microsoft Outlook to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Datadog + Microsoft Outlook loop is live, Caddi suggests other tools and other workflows to fold in.
How fast can it go live?
Typical first loops ship within a week of that first walkthrough. The Caddi team reviews every loop before it runs in production.
Ready to automate Datadog and Microsoft Outlook?
Drop your work email and we'll show you Caddi running end-to-end against Datadog, Microsoft Outlook, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.