Comparison

Regulr vs Square Loyalty

An honest, side-by-side comparison. Where Square Loyalty wins, where it falls short, and which tool is right for your business.

Brian BoesenBrian Boesen
|March 23, 2026|6 min read

8

Regulr only

2

Both have

0

Square Loyalty only

Overview

Square Loyalty is a basic add-on for Square POS (essentially a digital punch card). It counts visits and gives rewards. That's about it. No churn prediction, no automated win-back campaigns, no personalization. If you're on Square and just want a simple rewards program, it works. But it won't help you figure out who's about to stop coming or do anything about it.

Built-in loyalty for Square POS users

Feature-by-feature comparison

Green checkmarks mean the feature is included. Dashes mean it's not available or requires a workaround.

FeatureRegulrSquare Loyalty
AI-powered customer insights
Automated win-back campaigns
Churn prediction
Digital loyalty program
POS integration
SMS & email campaigns
Customer segmentation
Apple/Google Wallet pass
Personalized offers
Multi-POS support

Pricing

Regulr

$99/mo

Per location. All features included.

Square Loyalty

Square Loyalty starts at $45/mo per location. Regulr starts at $99/mo with AI-powered retention, automated campaigns, and unlimited messaging included.

Where Square Loyalty works well

Square Loyalty is best for very small businesses already on Square who want a simple punch-card program and don't need automated retention campaigns or AI-powered insights.

Where Square Loyalty falls short

No automated win-back or retention campaigns
No AI or churn prediction: purely manual
Limited to Square POS only: no multi-POS support
Basic punch-card model doesn't personalize offers
No SMS or email marketing built in

Where Regulr does better

AI identifies at-risk customers before they churn
Automated SMS & email campaigns run on autopilot
Works with Square, Toast, Clover, and more
Apple & Google Wallet passes for frictionless loyalty
Personalized offers based on individual purchase history

The bottom line

Square Loyalty is a solid choice if you need square loyalty is best for very small businesses already on square who want a simple punch-card prog. But if your main goal is reducing customer churn with AI-powered retention, personalized campaigns, and POS-connected automation, Regulr is built specifically for that.

Regulr wins on 8 features that Square Loyalty doesn't offer, while Square Loyalty has 0 features Regulr doesn't. They share 2 features in common.

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Frequently Asked Questions

Can I switch from Square Loyalty to Regulr?
Yes. Regulr integrates directly with Square POS, so you can migrate your loyalty program seamlessly. Your existing customer data syncs automatically.
Does Regulr work with Square POS?
Absolutely. Regulr has a native Square integration that syncs customer data, transactions, and visit history in real time.
Is Regulr more expensive than Square Loyalty?
Regulr costs more per month but includes AI-powered retention, automated campaigns, and SMS/email, features you'd need multiple tools to replicate.

Ready to try AI-powered retention? Start your free Regulr trial and connect your POS in 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.