AI-native automation

Connect Dropbox Sign and Google Calendar 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…
Dropbox SignProductivity
Caddi can…
Google CalendarProductivity
Get a demoAverage setup: one screenshare, live the same week.

Practical ways to use Dropbox Sign and Google Calendar together

  • 01

    Create event in Google Calendar when signature request completed in Dropbox Sign.

    Caddi watches Dropbox Sign for signature request completed and create event in Google Calendar — no copy-paste, no missed records.

  • 02

    Send signature request in Dropbox Sign when new event in Google Calendar.

    Caddi watches Google Calendar for new event and send signature request in Dropbox Sign so the two systems stay in lockstep.

  • 03

    Update event in Google Calendar from Dropbox Sign events.

    When signature request sent happens in Dropbox Sign, Caddi update event in Google Calendar 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 Dropbox Sign and Google Calendar

  • Dropbox Sign

    Signature request completed

    Triggers when all signers complete a request.

  • Dropbox Sign

    Signature request sent

    Triggers when a request is sent for signature.

  • Dropbox Sign

    Signer declined

    Triggers when a signer declines a request.

  • Dropbox Sign

    Send signature request

    Send a document or template for e-signature.

  • Dropbox Sign

    Use template

    Send a request built from a reusable template.

  • Dropbox Sign

    Download signed PDF

    Pull the executed PDF and audit trail.

  • Dropbox Sign

    Send reminder

    Nudge signers who haven't completed.

  • Google Calendar

    New event

    Triggers when a new event is added to a calendar.

  • Google Calendar

    Event updated

    Triggers when an existing event is modified.

  • Google Calendar

    Event starting soon

    Triggers shortly before an event begins.

  • Google Calendar

    Create event

    Add a new event with attendees, location, and reminders.

  • Google Calendar

    Update event

    Modify an existing event's time, attendees, or details.

  • Google Calendar

    Delete event

    Cancel an event and optionally notify attendees.

  • Google Calendar

    Find event

    Search the calendar by query and date range.

Common questions

How does Caddi connect Dropbox Sign and Google Calendar?

Dropbox Sign and Google Calendar 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 Dropbox Sign and Google Calendar 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 Dropbox Sign and Google Calendar to other tools too?

Yes. Most Caddi loops span 3–6 tools. Once the first Dropbox Sign + Google Calendar 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 Dropbox Sign and Google Calendar?

Drop your work email and we'll show you Caddi running end-to-end against Dropbox Sign, Google Calendar, and the rest of your stack.