AI-native automation

Connect Calendly and Clio 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

Caddi can…
CalendlyProductivity
Caddi can…
ClioLegal
Get a demoAverage setup: one screenshare, live the same week.

Practical ways to use Calendly and Clio together

  • 01

    Create matter in Clio when new event scheduled in Calendly.

    Caddi watches Calendly for new event scheduled and create matter in Clio — no copy-paste, no missed records.

  • 02

    Create one-off meeting in Calendly when new matter in Clio.

    Caddi watches Clio for new matter and create one-off meeting in Calendly so the two systems stay in lockstep.

  • 03

    Create contact in Clio from Calendly events.

    When event cancelled happens in Calendly, Caddi create contact in Clio with the right context attached.

  • Brighton Jones
  • The Planning Center
  • Beveridge & Diamond
  • Palace
  • Portner & Shure
  • Knight Law Group

One continuous loop.

  1. 01Measure

    Caddi watches how the work gets done today.

  2. 02Create

    You screenshare it once. The loop ships.

  3. 03Improve

    Caddi flags upgrades to existing loops and new automations to deploy.

Actions Caddi can take across Calendly and Clio

  • 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.

  • Clio

    New matter

    Triggers when a new matter is opened in Clio.

  • Clio

    New contact

    Triggers when a new contact is created.

  • Clio

    Time entry posted

    Triggers when a new time entry is recorded.

  • Clio

    Communication added

    Triggers when a call, email, or meeting is logged.

  • Clio

    Create matter

    Open a new Clio matter with client, billing, and intake fields.

  • Clio

    Create contact

    Add a person or company contact to Clio.

  • Clio

    Create note

    Log a timestamped note against a matter.

  • Clio

    Create time entry

    Record time against a matter with rate and activity code.

  • Clio

    Upload document

    Attach a document to a matter with metadata.

Common questions

How does Caddi connect Calendly and Clio?

Calendly and Clio 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 Clio 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 Clio to other tools too?

Yes. Most Caddi loops span 3–6 tools. Once the first Calendly + Clio 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 Clio?

Drop your work email and we'll show you Caddi running end-to-end against Calendly, Clio, and the rest of your stack.