AI-native automation

Connect Clio and Docusign 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…
ClioLegal
Caddi can…
DocusignProductivity
Get a demoAverage setup: one screenshare, live the same week.

Practical ways to use Clio and Docusign together

  • 01

    Send envelope from template in Docusign when new matter in Clio.

    Caddi watches Clio for new matter and send envelope from template in Docusign — no copy-paste, no missed records.

  • 02

    Create matter in Clio when envelope completed in Docusign.

    Caddi watches Docusign for envelope completed and create matter in Clio so the two systems stay in lockstep.

  • 03

    Send envelope from document in Docusign from Clio events.

    When new contact happens in Clio, Caddi send envelope from document in Docusign 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 Clio and Docusign

  • 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.

  • Docusign

    Envelope completed

    Triggers when all signers complete an envelope.

  • Docusign

    Envelope sent

    Triggers when an envelope is sent for signature.

  • Docusign

    Recipient signed

    Triggers when a single recipient completes signing.

  • Docusign

    Envelope declined

    Triggers when a recipient declines an envelope.

  • Docusign

    Send envelope from template

    Send a pre-built template out for signature with merged fields.

  • Docusign

    Send envelope from document

    Send an arbitrary document out for signature.

  • Docusign

    Void envelope

    Cancel an in-flight envelope with a reason.

  • Docusign

    Download signed PDF

    Pull the executed PDF and certificate from a completed envelope.

  • Docusign

    Move envelope

    Move a completed envelope to a specified folder.

Common questions

How does Caddi connect Clio and Docusign?

Clio and Docusign 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 Clio and Docusign 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 Clio and Docusign to other tools too?

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

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