Connect Charles River and
Square with AI

Redbird AI automates data flow between your investment management system and payment platform. Stop manually reconciling transactions, exporting payment reports, or chasing down cash flow data across financial and retail operations.

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.

Sync Square transaction data to Charles River cash management workflows

Automatically pull Square payment volumes, refunds, and settlement timing into Charles River for accurate cash positioning. Reconcile retail revenue streams with portfolio cash accounts without manual CSV uploads. Keep liquidity views current across both operational and investment systems.

Route Charles River trade settlement alerts to Square account reconciliation

When trades settle in Charles River, trigger Square account reviews to ensure sufficient operating cash for retail operations. Flag settlement timing conflicts that could impact payment processing capacity. Coordinate investment activity with day-to-day business cash needs.

Enrich Square revenue data with Charles River portfolio performance context

Combine Square sales trends with investment portfolio returns for unified financial reporting. Correlate retail business performance with asset management revenue streams. Build comprehensive P&L views that span operational income and investment gains.

Archive Square payment records alongside Charles River compliance documentation

Automatically store Square transaction logs, customer payment histories, and refund records with Charles River audit trails. Maintain unified compliance archives for both retail operations and investment activities. Simplify regulatory reviews with cross-system transaction lineage.

Generate consolidated cash flow reports from Charles River and Square data

Pull trade settlements, dividend income, and portfolio cash from Charles River alongside Square sales, refunds, and payment volumes. Build automated reports showing total enterprise liquidity across investment and operational accounts. Eliminate manual spreadsheet consolidation of disparate cash sources.

Automate Square invoice creation based on Charles River fee schedules

When Charles River calculates management fees or performance allocations, automatically generate corresponding Square invoices for client billing. Sync fee amounts, billing periods, and client identifiers between systems. Reduce billing cycle time and eliminate fee calculation transcription errors.

Live in four steps

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

01

Connect your accounts

Authorize Charles River 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 AI understands Charles River's order management and compliance data structures alongside Square's payment transaction and inventory schemas, handling the complexity so you don't have to.

AI that speaks both investment management and payment processing

Redbird maps Charles River's trade records, portfolio holdings, cash balances, and settlement cycles to Square's transaction IDs, payment types, refund events, and location-based sales data. Our AI handles currency codes, date-time synchronization across time zones, and reconciliation logic between investment cash flows and retail payment streams. You don't need to write custom middleware or maintain brittle field mappings — Redbird automatically adapts as both systems evolve.

Trade settlement matching
Payment transaction parsing
Cash flow reconciliation
Cross-system compliance tracking
10×

faster than building custom integrations between investment management and payment systems

No API documentation diving, schema mapping spreadsheets, or reconciliation scripts to maintain

Auto-generated reports

Redbird can pull from Charles River 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 Charles River 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 Charles River into Square, or from Square back into Charles River. 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 workflows from any event in Charles River or Square — from trade execution to payment processing — and automate what happens next across your entire stack.

Charles River
Triggers & Actions
Trigger

Trade executed

Fires when an order is filled and trade execution is recorded in Charles River.

Trigger

Compliance check failed

Fires when pre-trade or post-trade compliance rules flag a violation or breach.

Trigger

Portfolio rebalance completed

Fires when a scheduled or threshold-triggered portfolio rebalance finishes processing.

Action

Update cash position

Modify portfolio cash balance to reflect external deposits, withdrawals, or operational cash movements.

Action

Create compliance note

Add audit trail documentation or exception notes to trade records for regulatory review.

Action

Generate performance report

Trigger portfolio analytics reports showing returns, risk metrics, and attribution for specified periods.

Square
Triggers & Actions
Trigger

Payment processed

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

Trigger

Refund issued

Fires when a refund is processed, either full or partial, for a previous payment.

Trigger

Daily sales summary available

Fires when Square generates end-of-day sales totals by location, payment type, and product category.

Action

Create invoice

Generate a new Square invoice with line items, amounts, due dates, and customer details.

Action

Update inventory count

Adjust product quantities in Square's catalog based on external stock changes or reconciliations.

Action

Add customer note

Append payment history notes, account flags, or service details to Square customer profiles.

Charles River
+
Square

Ready to connect your stack?

Stop manually reconciling investment cash flows with retail payment data. Redbird AI connects Charles River and Square so your teams can focus on portfolio management and customer service, not spreadsheet gymnastics.

Get started → Book a demo