AI-native automation

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

Practical ways to use Box and Dropbox Sign together

  • 01

    Send signature request in Dropbox Sign when new file in folder in Box.

    Caddi watches Box for new file in folder and send signature request in Dropbox Sign — no copy-paste, no missed records.

  • 02

    Upload file in Box when signature request completed in Dropbox Sign.

    Caddi watches Dropbox Sign for signature request completed and upload file in Box so the two systems stay in lockstep.

  • 03

    Use template in Dropbox Sign from Box events.

    When folder shared happens in Box, Caddi use template in Dropbox Sign 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 Box and Dropbox Sign

  • Box

    New file in folder

    Triggers when a file is uploaded to a watched folder.

  • Box

    Folder shared

    Triggers when a folder collaboration is added.

  • Box

    Upload file

    Add a file to a Box folder with metadata.

  • Box

    Create folder

    Create a new folder under a parent with permissions.

  • Box

    Search files

    Find files or folders with advanced search filters.

  • Box

    Move file

    Move a file between folders.

  • 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.

Common questions

How does Caddi connect Box and Dropbox Sign?

Box and Dropbox Sign 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 Box and Dropbox Sign 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 Box and Dropbox Sign to other tools too?

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

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