---
description: Compare PaySimple vs Square Point of Sale. Learn more about each of the software’s price, features, and helpful software reviews for Canadian business users.
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title: PaySimple vs Square Point of Sale Comparison - Capterra Canada 2026
---

Breadcrumb: [Home](/) > [eCommerce Platforms](/directory/3/ecommerce/software) > [PaySimple \<span\>vs\</span\> Square Point of Sale](https://www.capterra.ca/compare/146664/154907/paysimple/vs/square-point-of-sale)

# Compare PaySimple vs Square Point of Sale

Canonical: https://www.capterra.ca/compare/146664/154907/paysimple/vs/square-point-of-sale

> Detailed comparison between PaySimple and Square Point of Sale. Check ratings, reviews, pricing, and features to make the best decision for your business.

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## At a Glance

| Metric | PaySimple | Square Point of Sale |
| **Overall rating** | 4.5/5 | 4.6/5 |
| **Total Reviews** | 297 | 3024 |
| **Starting Price** | US$69.95 | US$0.00 |
| **Free Trial** | Yes | Yes |
| **Free Version** | No | Yes |
| **Deployment** | Cloud, SaaS, Web-based, Android (Mobile), iPhone (Mobile), iPad (Mobile) | Cloud, SaaS, Web-based, Android (Mobile), iPhone (Mobile), iPad (Mobile) |
| **Support** | Email/Help Desk, FAQs/Forum, Knowledge Base Software, Phone Support, Chat | Email/Help Desk, FAQs/Forum, Knowledge Base Software, Phone Support, Chat |
| **Training Software** | Live Online, Webinars, Documentation, Videos | Live Online, Webinars, Documentation, Videos |

## Best for

### PaySimple

Small to mid-sized businesses that have a recurring client base or are looking to accept payments and manage customers in one complete system.

### Square Point of Sale

Square Point of Sale (POS) is used by several small and large businesses every day, including businesses such as retailers, bakeries, delis, and hairdressers.

## Key features

### PaySimple

- API
- Billing & Invoicing
- Contact Database
- Customer Database
- Customer History
- Customizable Invoices
- Customizable Reports
- Invoice Management
- Online Invoicing
- Ordering Automation
- PCI Compliance Software
- Partial Payments
- Point of Sale (POS)
- Real-Time Data
- Real-Time Reporting
- Receipt Management
- Recurring Invoicing
- Reminders
- Reporting/Analytics
- eCommerce Management

### Square Point of Sale

- API
- Billing & Invoicing
- Contact Database
- Customer Database
- Customer History
- Customizable Invoices
- Customizable Reports
- Invoice Management
- Online Invoicing
- Ordering Automation
- PCI Compliance Software
- Partial Payments
- Point of Sale (POS)
- Real-Time Data
- Real-Time Reporting
- Receipt Management
- Recurring Invoicing
- Reminders
- Reporting/Analytics
- eCommerce Management

## Links

- [View PaySimple Profile](https://www.capterra.ca/software/146664/paysimple)
- [View Square Point of Sale Profile](https://www.capterra.ca/software/154907/square-point-of-sale)
- [View Original Comparison](https://www.capterra.ca/compare/146664/154907/paysimple/vs/square-point-of-sale)

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