Trying to decide between SimplyPayMe and Square Point of Sale? Both are industry-leading solutions, but which one is the best fit for your business? In this detailed comparison, we evaluate their features, pricing, ease of use, and customer support to help you make an informed choice. Whether you need advanced automation, better scalability, or user-friendly interfaces, this guide breaks down everything you need to know to select the right software for your needs.
Explore other software products that may fit your needs before making a final choice.
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Compare ratings, pricing, descriptions, buyer fit, integrations, category features, product details, alternatives, and SoftwareWorld’s final conclusion with SimplyPayMe on the left and Square Point of Sale on the right.
SimplyPayMe
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Square Point of Sale
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See ratings, free-trial availability, starting price, and a short description for each product in two dedicated columns.
Software
SimplyPayMe is an easy-to-use payment processing software that enables businesses to securely handle transactions online and in-person. Designed for small to medium-sized businesses, SimplyPayMe offers a range of features that...
Read more about SimplyPayMe
Software
Square Point of Sale is a powerful, cloud-based POS system built for small and medium-sized businesses needing a fast and reliable way to manage payments and daily operations. It accepts...
Read more about Square Point of SaleOpen any shared category to compare the features selected under that category for both products.
Features shown here belong only to the Billing and Invoicing Software category.
| Feature | SimplyPayMe | Square Point of Sale |
|---|---|---|
| Mobile Payments | Listed | Listed |
| Billing Portal | Listed | Listed |
| Project Billing | Listed | Listed |
| Tax Calculation | Listed | Listed |
| Multi-Currency | Listed | Listed |
| Reporting & Statistics | Listed | Listed |
| Contact Database | Listed | Listed |
| Third-Party Integrations | Listed | Listed |
| Credit Card Processing | Listed | Listed |
| Customizable Invoices | Listed | Listed |
| Time & Expense Tracking | Listed | Listed |
| Invoice Processing | Listed | Listed |
| Reminders | Listed | Listed |
| Payment Processing | Listed | Listed |
| Document Management | Listed | Listed |
| Hourly Billing | Listed | Listed |
| Contingency Billing | Listed | Listed |
| Quotes/Estimates | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Features shown here belong only to the iPad POS Software category.
| Feature | SimplyPayMe | Square Point of Sale |
|---|---|---|
| Point of Sale (POS) | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Pricing Management | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Sales Reports | Listed | Listed |
| Inventory Tracking | Listed | Listed |
| Employee Management | Listed | Listed |
| Discount Management | Listed | Listed |
| Order Management | Listed | Listed |
| Customer Accounts | Listed | Listed |
| Credit Card Processing | Listed | Listed |
| Real-Time Data | Listed | Listed |
| Table Management | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Features shown here belong only to the Payment Processing Software category.
| Feature | SimplyPayMe | Square Point of Sale |
|---|---|---|
| Electronic Signature | Listed | Listed |
| Billing & Invoicing | Listed | Listed |
| In-Person Payments | Listed | Listed |
| Recurring/Subscription Billing | Listed | Listed |
| Payment Fraud Prevention | Listed | Listed |
| Payment Processing | Listed | Listed |
| Data Security | Listed | Listed |
| Electronic Payments | Listed | Listed |
| Multiple Payment Options | Listed | Listed |
| Payment Processing Services Integration | Listed | Listed |
| Point of Sale (POS) | Listed | Listed |
| Online Payments | Listed | Listed |
| Reporting/Analytics | Listed | Listed |
| Debit/Credit Card Processing | Listed | Listed |
| ACH Payment Processing | Listed | Listed |
| Mobile Payments | Listed | Listed |
| PCI Compliance | Listed | Listed |
| Third-Party Integrations | Listed | Listed |
| Multi-Currency | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Features shown here belong only to the Point of Sale Software category.
| Feature | SimplyPayMe | Square Point of Sale |
|---|---|---|
| Restaurant POS | Listed | Listed |
| eCommerce Management | Listed | Listed |
| Commission Management | Listed | Listed |
| Electronic Payments | Listed | Listed |
| Employee Management | Listed | Listed |
| Multi-Location | Listed | Listed |
| Inventory Management | Listed | Listed |
| Retail POS | Listed | Listed |
| Returns Management | Listed | Listed |
| Inventory Tracking | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Electronic Signature | Listed | Listed |
| Accounting Integration | Listed | Listed |
| Gift Card Management | Listed | Listed |
| Discount Management | Listed | Listed |
| Order Management | Listed | Listed |
| Customer Accounts | Listed | Listed |
| Artificial Intelligence | Not listed | Not listed |
Features shown here belong only to the Retail POS System Software category.
| Feature | SimplyPayMe | Square Point of Sale |
|---|---|---|
| Gift Card Management | Listed | Listed |
| Commission Management | Listed | Listed |
| Barcode/Ticket Scanning | Listed | Listed |
| Discount Management | Listed | Listed |
| eCommerce Management | Listed | Listed |
| Touch Screen | Listed | Listed |
| Inventory Management | Listed | Listed |
| Sales Reports | Listed | Listed |
| Loyalty Program | Listed | Listed |
| Pricing Management | Listed | Listed |
| Returns Tracking | Listed | Listed |
| Artificial Intelligence | Not listed | Listed |
Compare deployment, device support, pricing model, support channels, and target company size for both products.
Explore alternatives to SimplyPayMe and Square Point of Sale before making a final choice.
Explore other software products that buyers may consider instead of SimplyPayMe.
Explore other software products that buyers may consider instead of Square Point of Sale.
This comparison brings public profile information, category-specific feature selections, review visibility, and clearly labeled sponsored placements together in a structured format so you can evaluate both products with confidence.
Each section keeps SimplyPayMe and Square Point of Sale in clearly separated columns so you can compare equivalent information without losing context.
Shared categories open into their own feature comparisons, helping you review use-case-specific capabilities rather than only broad product claims.
Sponsored products stay outside the detailed comparison, and paid placements are clearly labeled so the core comparison remains focused on SimplyPayMe and Square Point of Sale.
Profile pages, category pages, integrations, and alternatives are linked throughout the page so you can continue your research from the same comparison.
