AI-native automation
Automate work across
Adobe Acrobat and 
Squarewith Caddi AI Agents.
Connect Adobe Acrobat and Square: Create invoice in Square when new pdf uploaded in Adobe Acrobat. Teach Caddi the job once, the way you'd train someone new, and it runs end to end. No workflow builder.
Discover, automate and govern the work between Adobe Acrobat and Square
Caddi AI Agents find the repetitive handoffs between Adobe Acrobat and Square, learn them the way a new hire would, and run them for you, with every run on the record. No workflow builder, no code.
Discover repetitive work
across all your tools.
Train an AI agent to do the work
over a video call.
Search mailMatters / Whitmore HoldingsGovern every AI agent,
every decision.
Discover repetitive work
across all your tools.
Train an AI agent to do the work
over a video call.
Search mailMatters / Whitmore HoldingsGovern every AI agent,
every decision.
Discover repetitive work
across all your tools.
Train an AI agent to do the work
over a video call.
Search mailMatters / Whitmore HoldingsGovern every AI agent,
every decision.
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 Adobe Acrobat and Square together
- 01
Create invoice in Square when new pdf uploaded in Adobe Acrobat.
Caddi watches Adobe Acrobat for new pdf uploaded and create invoice in Square. No copy-paste, no missed records.
- 02
Create PDF in Adobe Acrobat when new payment in Square.
Caddi watches Square for new payment and create pdf in Adobe Acrobat so the two systems stay in lockstep.
- 03
Create customer in Square from Adobe Acrobat events.
When pdf processed happens in Adobe Acrobat, Caddi create customer in Square with the right context attached.
Actions Caddi can take across Adobe Acrobat and Square
- Adobe Acrobat
New PDF uploaded
Triggers when a PDF is added to your Acrobat account.
- Adobe Acrobat
PDF processed
Triggers when an OCR or extraction job finishes.
- Adobe Acrobat
Create PDF
Generate a PDF from a document, image, or template.
- Adobe Acrobat
OCR a PDF
Run OCR over a scanned PDF and return searchable text.
- Adobe Acrobat
Extract content
Pull structured text or fields from a PDF.
- Adobe Acrobat
Combine PDFs
Merge multiple PDFs into one ordered document.
- Adobe Acrobat
Apply protection
Password-protect or restrict permissions on a PDF.
- Square
New payment
Triggers when a payment completes.
- Square
Invoice paid
Triggers when a Square invoice is paid.
- Square
New customer
Triggers when a customer is created.
- Square
Create invoice
Send a Square invoice to a customer.
- Square
Create customer
Add a customer with contact details.
- Square
Fetch payouts
Pull payouts and fees for reconciliation.
Common questions
How does Caddi connect Adobe Acrobat and Square?
Adobe Acrobat and Square 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 Adobe Acrobat and Square 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 Adobe Acrobat and Square to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Adobe Acrobat + Square 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 Adobe Acrobat and Square?
Drop your work email and we'll show you Caddi running end-to-end against Adobe Acrobat, Square, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.