AI-native automation
Automate work across
Dropbox Sign and 
Togglby AI screensharing.
Pick any amount of tools and Caddi automates them end-to-end. No workflow builder, just show Caddi.
See it on your stack
See Caddi run Dropbox Sign and Toggl together.
What Caddi is and how it works
An AI teammate that runs your back-office loops.
- 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
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.
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.
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.