AI-native automation
Automate work across
Monday and 
SimpleLegalwith Caddi AI Agents.
Automate anything you do across Monday, SimpleLegal, and the rest of your tools. Sign in, show or tell Caddi what you want, and it runs end to end. No workflow builder.
How to connect Monday and SimpleLegal
Connect Monday to Caddi
Allow1Sign in to Monday
One click with your own Monday login. No API keys.
Connect SimpleLegal to Caddi
Allow2Sign in to SimpleLegal
The same click again. Both tools are connected.
When something new comes in to Monday, update SimpleLegal.
ScreenshareType it3Show or tell it
Screenshare the job, or type it in chat. Change it any time.
- Running
14 done1 for review
4Watch it run
Caddi does the work and flags anything unsure for review.
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.
- Taught like a new hire. Walk Caddi through the work once. Tweak it later by chat, with no workflow builder to re-architect.
SOC 2 attested · Human-in-the-loop · Full audit trail · 150+ tools across legal, finance, and operations
Practical ways to use Monday and SimpleLegal together
- 01
Keep Monday and SimpleLegal in lockstep.
Caddi listens for changes on either side and writes the matching update to the other, so your team stops keeping two systems in sync by hand.
Actions Caddi can take across Monday and SimpleLegal
- 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 Monday and SimpleLegal?
Monday and SimpleLegal just run together. You teach Caddi the way you'd teach a new hire: walk it through how you use them today, with no workflow builder to wire up. Caddi turns that walkthrough into a verified loop and runs it against Monday and SimpleLegal end-to-end.
Do I need engineering help?
No. Whoever does the work today walks Caddi through it on a call, the same way they'd train a new hire. 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, and once the loop ships it runs as deterministic code, repeatable and logged, with any model step scoped and reviewable.
Can Caddi connect Monday and SimpleLegal to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Monday + SimpleLegal 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 that first walkthrough. The Caddi team reviews every loop before it runs in production.
Ready to automate Monday and SimpleLegal?
Drop your work email and we'll show you Caddi running end-to-end against Monday, SimpleLegal, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.