AI-native automation
Connect Calendly and Email with AI
Pick any two tools and Caddi runs the loop between them end-to-end — no complicated workflow builder, no IT ticket.
- Doesn't break. Caddi reads intent, so when fields move or UIs change, your loop keeps running.
- Screenshare to set up, chat to improve. Show Caddi once on a screenshare. Tweak it later by chat — no workflow builder to re-architect.
SOC 2 attested · Human-in-the-loop · Full audit trail · 70+ tools across legal, finance, and operations
Practical ways to use Calendly and Email together
- 01
Send email in Email when new event scheduled in Calendly.
Caddi watches Calendly for new event scheduled and send email in Email — no copy-paste, no missed records.
- 02
Create one-off meeting in Calendly when new email received in Email.
Caddi watches Email for new email received and create one-off meeting in Calendly so the two systems stay in lockstep.
- 03
Reply to email in Email from Calendly events.
When event cancelled happens in Calendly, Caddi reply to email in Email with the right context attached.
One continuous loop.
- 01Measure
Caddi watches how the work gets done today.
- 02Create
You screenshare it once. The loop ships.
- 03Improve
Caddi flags upgrades to existing loops and new automations to deploy.
Actions Caddi can take across Calendly and Email
- Calendly
New event scheduled
Triggers when an invitee books a meeting.
- Calendly
Event cancelled
Triggers when a scheduled meeting is cancelled.
- Calendly
No-show recorded
Triggers when an invitee is marked as a no-show.
- Calendly
Create one-off meeting
Spin up a one-off meeting link with custom configuration.
- Calendly
Update invitee
Modify an existing invitee's details or registration.
- Email
New email received
Triggers when a new email arrives in a watched inbox.
- Email
New email matching subject or sender
Triggers on inbound emails matching a search rule.
- Email
New attachment received
Triggers when an email arrives with one or more attachments.
- Email
Email flagged or labeled
Triggers when an email is flagged for follow-up or labeled.
- Email
Send email
Send a new email from your business inbox.
- Email
Reply to email
Reply within an existing email thread.
- Email
Forward email
Forward an email to one or more recipients.
- Email
Save attachments
Save email attachments to your document system.
- Email
Apply label or move
Apply a label to an email or move it between folders.
Common questions
How does Caddi connect Calendly and Email?
Calendly and Email just run together. All it takes is showing us how you use them — one screenshare, no workflow builder to wire up. Caddi turns the demo into a verified loop and runs it against Calendly and Email end-to-end.
Do I need engineering help?
No. Whoever does the work today shows it once on a call. 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, but once the loop ships it runs deterministically — no model in the loop at runtime.
Can Caddi connect Calendly and Email to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Calendly + Email 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 the screenshare. The Caddi team reviews every loop before it runs in production.
Ready to automate Calendly and Email?
Drop your work email and we'll show you Caddi running end-to-end against Calendly, Email, and the rest of your stack.