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Square Payments vs PaySimple: 2025 Ultimate Comparison Guide

Comparison Summary

This comparison report of Square Payments vs. PaySimple is based on a specific set of business needs and context. The comparison uses 1944 Cuspera insights based on peer reviews, case studies, testimonials, and expert opinions across 50+ sources.

Introducing Square Payments and PaySimple

Square Payments, and PaySimple belong to a category of solutions that help Payment Gateways. Different products excel in different areas, so the best platform for your business will depend on your specific needs and requirements.

Square Payments covers Sales Document Management, Trade Show Marketing with Offline, Merchandising with Offline, Helpdesk Management, etc.

PaySimple focuses on Payment Management with Offline, Billing And Invoice Management with Mobile, Helpdesk Management with Phone Calls, Subscription Management with Offline, etc.

Unsure which of these solutions is right for you? Our Cuspera AI engine can compare them based on your needs and specific to your industry and context. Get your personalized report today.


logo Square Payments

Focus area

Software Failure Risk

  • low

logo PaySimple

Focus area

Software Failure Risk

  • low

About

Accept Payments - Payment Processing Solutions | Square

Streamline Payment Collection with Recurring Billing

Financials

PRIVATE

PRIVATE

Business Need

Total Processes
(we found evidences for)

38

30

Total Goals
(we found evidences for)

6

5

Top Processes

Evidences indicate better relative satisfaction


sales document management

contract management


trade show marketing



helpdesk management


loyalty management


account management


communication management

sending & publishing communications



revenue cycle management


training & onboarding


products & pricelist management


campaign management


workflow management


discount management


promotion management


billing and invoice management


engagement management

engaging and following up


payment management


sales call management



contact list management


subscription management




Top Goals

Goals Achieved

  • Increase sales & revenue

  • Enter new markets internationally or locally

  • Acquire customers

  • Enhance customer relationships

  • Improve ROI

  • Improve digital and social presence

  • See 3 more
  • Acquire customers

  • Increase sales & revenue

  • Enhance customer relationships

  • Scale best practices

  • Enter new markets internationally or locally

  • See 2 more

Top Channels

Channels Used

  • mobile

  • offline

  • point of sale

  • website

  • e-mail

  • phone calls

  • on premises

  • mobile app

  • See 5 more
  • mobile

  • offline

  • point of sale

  • website

  • e-mail

  • phone calls

  • on premises

  • mobile app

  • See 5 more

Failure Risk Guidance Security Report?

Low Medium High
Low Medium High

Compliance Risk

low

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low

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Security & Privacy Risk

medium

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low

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Integration Risk

medium

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low

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Migration Risk

low

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medium

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Business Setting