Connect Pipedrive and
Square with AI

Automatically sync payment data into your CRM and customer records into your POS. Stop manually matching Square transactions to Pipedrive deals, copying customer information between systems, or building reports that combine sales pipeline and payment data.

No code required
Live in minutes
SOC 2 Type II

What you can automate today

Redbird gives your team ready-to-run workflows — just connect your accounts and go.

Create Pipedrive deals when Square invoices are paid

Automatically generate new deals in Pipedrive when customers complete Square invoice payments. Capture revenue opportunities from recurring or project-based billing without manual deal entry. Keep your pipeline accurate and up-to-date with actual payment activity.

Update deal values with Square transaction totals in real-time

Sync actual payment amounts from Square directly into Pipedrive deal values as transactions complete. Replace estimated deal sizes with real revenue data automatically. Maintain accurate forecasting and pipeline metrics without manual reconciliation.

Send Square payment links when Pipedrive deals reach closed-won

Automatically generate and send Square invoices or payment links when deals move to won stages in your pipeline. Reduce time-to-payment by eliminating manual invoice creation. Create a seamless handoff from sales close to payment collection.

Enrich Pipedrive contacts with Square customer purchase history

Automatically append Square transaction history, payment methods, and purchase frequency to Pipedrive contact records. Give sales reps visibility into actual buying behavior and payment patterns. Enable more informed conversations based on complete customer financial data.

Alert sales reps when Square refunds affect their pipeline deals

Trigger notifications in Pipedrive when Square processes refunds or chargebacks tied to closed deals. Keep sales teams informed of revenue adjustments that impact their commissions and targets. Enable proactive customer outreach when payment issues occur.

Generate weekly revenue reports combining pipeline and payment data

Automatically build reports that compare Pipedrive forecasted revenue against actual Square payment volume. Surface discrepancies between what's in your pipeline and what customers are actually paying. Deliver consolidated sales and finance reports without manual data gathering from both systems.

Live in four steps

No engineers, no pipelines to maintain. Redbird handles the connectivity — you focus on the outcome.

01

Connect your accounts

Authorize Pipedrive and Square with OAuth or API credentials. Redbird never stores your data — it just passes through.

02

Describe what you want

Tell Redbird what to do in plain language — no SQL, no code, no configuration files required.

03

Review and activate

Redbird shows you exactly what it will do before running anything. Approve the workflow, set a schedule, and switch it on.

04

Let it run — and iterate

Workflows run on your schedule or on triggers. Every run is logged. Adjust with natural language at any time.

Built for data-driven teams

Redbird understands the relationship between Pipedrive's deal stages and contact records and Square's transactions, invoices, and customer payment profiles—so your sales and financial data stay synchronized without custom code.

AI that understands CRM pipelines and payment processors

Redbird maps Pipedrive's deal structures, custom fields, pipeline stages, and person/organization hierarchies to Square's transaction records, invoice statuses, customer profiles, and payment methods. The platform automatically handles currency formatting, tax calculations, and refund adjustments across both systems. It recognizes when a Square customer matches a Pipedrive contact by email, phone, or name variations, then maintains bidirectional sync of customer data, payment history, and deal values without manual field mapping or transformation logic.

Deal-to-transaction matching
Customer record deduplication
Revenue reconciliation
Payment status sync
10×

faster than manually matching Square payments to Pipedrive deals

No CSV exports, spreadsheet lookups, or custom API scripts to connect transaction data with your sales pipeline.

Auto-generated reports

Redbird can pull from Pipedrive and Square simultaneously, merge the results, and format a polished report — sent on a schedule or on demand.

Trigger-based alerts

Set conditions in natural language. Get notified in Slack or email the moment a threshold is crossed in either Pipedrive or Square.

Enterprise-grade security

SOC 2 Type II certified. Data flows encrypted in transit and at rest. Fine-grained permission controls with full audit logs.

Bidirectional sync

Push data from Pipedrive into Square, or from Square back into Pipedrive. Resolve conflicts with configurable merge rules.

Full audit trail

Every workflow run is logged — what ran, what changed, and why. Replay or revert any individual step at any time.

Triggers & actions for every team

Start automations from any deal stage change in Pipedrive or transaction event in Square, then take action across both platforms.

Pipedrive
Triggers & Actions
Trigger

Deal stage changed

Fires when a deal moves to a new pipeline stage, including won, lost, or custom stages.

Trigger

Deal won

Triggers when a deal is marked as won, capturing the final deal value and close date.

Trigger

New person or organization added

Fires when a contact or company record is created in Pipedrive.

Action

Create or update deal

Add new deals or modify existing deal values, stages, and custom fields.

Action

Update contact information

Modify person or organization records with new data, including custom fields and notes.

Action

Add activity or note

Log sales activities, meetings, calls, or notes against deals and contacts.

Square
Triggers & Actions
Trigger

Payment completed

Fires when a customer completes a card, cash, or digital wallet payment through Square.

Trigger

Invoice paid

Triggers when a Square invoice is fully paid or marked complete.

Trigger

Refund processed

Fires when a refund or partial refund is issued for a Square transaction.

Action

Create invoice

Generate new Square invoices with line items, customer details, and payment terms.

Action

Update customer profile

Modify Square customer records with contact information, notes, or reference IDs.

Action

Send payment link

Generate and send Square payment or checkout links to customers via email or SMS.

Pipedrive
+
Square

Ready to connect your stack?

Sync Pipedrive and Square in minutes, not weeks. Stop manually reconciling sales data with payment records and start automating the flow between your CRM and payment processing.

Get started → Book a demo