Integration

Regulr + Square POS

Connect Regulr to your Square POS and turn transaction data into retention intelligence.

Brian BoesenBrian Boesen
|March 23, 2026|5 min read

Overview

Connect Regulr to your Square POS and turn transaction data into retention intelligence. Our Square integration automatically syncs customer profiles, purchase history, and visit frequency: then uses AI to identify at-risk customers and run personalized retention campaigns on autopilot. No changes to your Square workflow. No extra hardware. Just smarter retention. Square is used by millions of businesses across every industry: from coffee shops and restaurants to salons, fitness studios, and retail stores. Regulr's native Square integration works with all Square products including Square POS, Square for Restaurants, Square for Retail, and Square Appointments, giving you a universal retention layer regardless of which Square product you use. The integration connects through Square's official API using OAuth authentication, ensuring a secure, reliable data connection. Regulr reads your transaction data in the background without affecting Square's performance or requiring any changes to how your staff processes payments.

How data flows

A read-only connection. Regulr pulls data from Square POS, runs AI analysis, and reaches your customers through the right channel.

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Square POS

Customer names and contact informationTransaction history and purchase amountsVisit dates and frequency
R

Regulr AI

Churn PredictionSmart CampaignsWallet Passes
SMS & EmailPush NotificationsWallet Passes
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Your Customers

What syncs automatically

Once connected, Regulr pulls this data from Square POS in real time.

Customer names and contact information
Transaction history and purchase amounts
Visit dates and frequency
Item-level purchase data
Payment methods
Location data (for multi-location merchants)

What you can do with it

Features unlocked when Regulr connects to Square POS.

Real-time transaction sync from Square POS

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Automatic customer profile creation from Square data

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Visit frequency tracking across all Square locations

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Purchase pattern analysis for personalized offers

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AI-powered churn prediction using Square transaction history

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Automated SMS & email campaigns triggered by Square data

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Apple & Google Wallet loyalty passes linked to Square ID

Multi-location support for Square merchants

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Free: Square POS Integration Checklist

A printable checklist for connecting Square POS to Regulr, plus templates for your first retention campaigns. Straight to your inbox.

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How to set it up

Most people finish in under 5 minutes. No technical skills needed.

1

Connect your Square account

Log in to Regulr and click 'Connect POS'. You'll be redirected to Square to authorize the connection. Takes about 30 seconds.

2

Historical data import

Regulr automatically imports your last 12 months of Square transaction data. Customer profiles are created instantly.

3

AI analysis begins

Our AI analyzes your customer data to identify visit patterns, segment customers, and flag at-risk accounts. This happens within hours.

4

Campaigns go live

Regulr starts running automated retention campaigns: win-back messages, VIP rewards, and personalized offers. All on autopilot.

Frequently Asked Questions

Does Regulr work with Square's free plan?
Yes. Regulr integrates with all Square plans, including the free tier. You just need an active Square account with transaction history.
Will Regulr affect my Square POS performance?
No. Regulr reads data from Square's API in the background. It doesn't modify your POS, slow it down, or require any changes to how you use Square.
Can I use Regulr with Square Loyalty at the same time?
You can, but most merchants find Regulr replaces Square Loyalty with more powerful AI-driven retention. We recommend running Regulr as your primary retention tool.
Does the integration work with Square for Restaurants?
Yes. Regulr works with all Square products. Square POS, Square for Restaurants, Square for Retail, and Square Appointments.

Ready to connect your Square POS? Get started with Regulr — setup takes about 5 minutes.

Brian Boesen

Brian Boesen

Founder of Regulr, Denver Curated

I built Denver Curated into a local marketing platform reaching 300,000+ people across Denver, Austin, Chicago, and LA. Now I build retention technology at Regulr. I write about keeping customers because I have run the campaigns myself.