AI-native automation

Connect Dropbox and Monday 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…
DropboxProductivity
Caddi can…
MondayProductivity
Get a demoAverage setup: one screenshare, live the same week.

Practical ways to use Dropbox and Monday together

  • 01

    Create item in Monday when new file in folder in Dropbox.

    Caddi watches Dropbox for new file in folder and create item in Monday — no copy-paste, no missed records.

  • 02

    Upload file in Dropbox when new item in Monday.

    Caddi watches Monday for new item and upload file in Dropbox so the two systems stay in lockstep.

  • 03

    Update item in Monday from Dropbox events.

    When new shared link happens in Dropbox, Caddi update item in Monday 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 and Monday

  • Dropbox

    New file in folder

    Triggers when a file is added to a watched folder.

  • Dropbox

    New shared link

    Triggers when a new shared link is generated.

  • Dropbox

    Upload file

    Add a file to a Dropbox folder.

  • Dropbox

    Create folder

    Create a new folder under a parent.

  • Dropbox

    Create shared link

    Generate a shareable link for a file or folder.

  • Dropbox

    Move file

    Move a file between folders.

  • Monday

    New item

    Triggers when a new item is added to a board.

  • Monday

    Item updated

    Triggers when an item's columns change.

  • Monday

    Status changed

    Triggers when an item's status moves to a new value.

  • Monday

    Create item

    Add a new item to a board with column values.

  • Monday

    Update item

    Modify column values on an existing item.

  • Monday

    Move item to group

    Move an item between groups within a board.

Common questions

How does Caddi connect Dropbox and Monday?

Dropbox and Monday 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 and Monday 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 and Monday to other tools too?

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

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