AI-native automation

Connect Dropbox Sign and Toggl 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…
TogglProductivity
Get a demoAverage setup: one screenshare, live the same week.

Practical ways to use Dropbox Sign and Toggl together

  • 01

    Create time entry in Toggl when signature request completed in Dropbox Sign.

    Caddi watches Dropbox Sign for signature request completed and create time entry in Toggl — no copy-paste, no missed records.

  • 02

    Send signature request in Dropbox Sign when new time entry in Toggl.

    Caddi watches Toggl for new time entry and send signature request in Dropbox Sign so the two systems stay in lockstep.

  • 03

    Start timer in Toggl from Dropbox Sign events.

    When signature request sent happens in Dropbox Sign, Caddi start timer in Toggl 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 Toggl

  • 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.

  • Toggl

    New time entry

    Triggers when a time entry is logged in Toggl.

  • Toggl

    Timer stopped

    Triggers when a running timer is stopped and the entry is finalized.

  • Toggl

    Project updated

    Triggers when a project's status, client, or budget changes.

  • Toggl

    Create time entry

    Log a time entry against a project, client, and tag.

  • Toggl

    Start timer

    Start a running timer for a workspace user.

  • Toggl

    Stop timer

    Stop the active timer and save the entry.

  • Toggl

    Create project

    Spin up a new Toggl project with client, budget, and team.

  • Toggl

    Generate report

    Pull a summary or detailed time report for a date range.

Common questions

How does Caddi connect Dropbox Sign and Toggl?

Dropbox Sign and Toggl 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 Toggl 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 Toggl to other tools too?

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

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