- Automations
- Gmail + Monday
AI-native automation
Connect Gmail 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


Practical ways to use Gmail and Monday together
- 01
Create item in Monday when new email in Gmail.
Caddi watches Gmail for new email and create item in Monday — no copy-paste, no missed records.
- 02
Send email in Gmail when new item in Monday.
Caddi watches Monday for new item and send email in Gmail so the two systems stay in lockstep.
- 03
Update item in Monday from Gmail events.
When new email matching search happens in Gmail, Caddi update item in Monday with the right context attached.
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.
Actions Caddi can take across Gmail and Monday
GmailNew email
Triggers when a new email arrives in your inbox.
GmailNew email matching search
Triggers on new emails matching a Gmail search query.
GmailNew label applied
Triggers when a new label is applied to a message.
GmailSend email
Send a new email from your Gmail account.
GmailReply to email
Reply to an existing email thread.
GmailSend email with attachments
Send an email with one or more attached files.
GmailApply label
Add a label to a message or move it between folders.
MondayNew item
Triggers when a new item is added to a board.
MondayItem updated
Triggers when an item's columns change.
MondayStatus changed
Triggers when an item's status moves to a new value.
MondayCreate item
Add a new item to a board with column values.
MondayUpdate item
Modify column values on an existing item.
MondayMove item to group
Move an item between groups within a board.
Common questions
How does Caddi connect Gmail and Monday?
Gmail 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 Gmail 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 Gmail and Monday to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Gmail + 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 Gmail and Monday?
Drop your work email and we'll show you Caddi running end-to-end against Gmail, Monday, and the rest of your stack.




