- Automations
- Docusign + FreshBooks
AI-native automation
Automate work across
Docusign and
FreshBooksby teaching Caddi like a new hire.
Pick any number of tools and Caddi automates them end-to-end. No workflow builder. You teach it the job once, the way you'd train someone new.
Help me automate time-and-project invoice in Docusign and FreshBooks. Caddi builds the loop and runs it.


See it on your stack
See Caddi run Docusign and FreshBooks together.
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 · 70+ tools across legal, finance, and operations
One continuous loop.
- 01Measure
Caddi watches how the work gets done today.
- 02Create
You teach it the job once. The loop ships.
- 03Improve
Caddi flags upgrades to existing loops and new automations to deploy.
Practical ways to use Docusign and FreshBooks together
- 01
Create invoice in FreshBooks when envelope completed in Docusign.
Caddi watches Docusign for envelope completed and create invoice in FreshBooks — no copy-paste, no missed records.
- 02
Send envelope from template in Docusign when new invoice in FreshBooks.
Caddi watches FreshBooks for new invoice and send envelope from template in Docusign so the two systems stay in lockstep.
- 03
Record payment in FreshBooks from Docusign events.
When envelope sent happens in Docusign, Caddi record payment in FreshBooks with the right context attached.
Actions Caddi can take across Docusign and FreshBooks
DocusignEnvelope completed
Triggers when all signers complete an envelope.
DocusignEnvelope sent
Triggers when an envelope is sent for signature.
DocusignRecipient signed
Triggers when a single recipient completes signing.
DocusignEnvelope declined
Triggers when a recipient declines an envelope.
DocusignSend envelope from template
Send a pre-built template out for signature with merged fields.
DocusignSend envelope from document
Send an arbitrary document out for signature.
DocusignVoid envelope
Cancel an in-flight envelope with a reason.
DocusignDownload signed PDF
Pull the executed PDF and certificate from a completed envelope.
DocusignMove envelope
Move a completed envelope to a specified folder.
FreshBooksNew invoice
Triggers when a new invoice is generated.
FreshBooksPayment received
Triggers when a payment is recorded against an invoice.
FreshBooksNew client
Triggers when a new client is added.
FreshBooksCreate invoice
Generate an invoice for a client with line items.
FreshBooksRecord payment
Apply a payment against one or more invoices.
FreshBooksCreate client
Add a new FreshBooks client.
FreshBooksCreate estimate
Generate an estimate or quote for a client.
Common questions
How does Caddi connect Docusign and FreshBooks?
Docusign and FreshBooks 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 Docusign and FreshBooks 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 Docusign and FreshBooks to other tools too?
Yes. Most Caddi loops span 3–6 tools. Once the first Docusign + FreshBooks 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 Docusign and FreshBooks?
Drop your work email and we'll show you Caddi running end-to-end against Docusign, FreshBooks, and the rest of your stack.
Or skip the demo: sign up free and build it yourself.




