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ROLLER vs Square Point of Sale

Updated January 30, 2026

ROLLER vs Square Point of Sale: Which is best for you?

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55+ software advisors
1 million+ businesses helped
2 million+ verified software reviews
Starting Price

Pricing available upon request

$49.00

per month

Free Trial
Free Version
Screenshots
and Demo
Product Screenshot
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Product Screenshot
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Top Rated
  Features
Reservations Management
4.78
Document Storage
4.71
Data Security
4.70
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Returns Management
4.75
Electronic Payments
4.74
Invoice Processing
4.72
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Integrations
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Pros / Cons
  • Flexible product design and event ticketing , intuitive operation especially for scheduling, transparent payments and invoicing, versatile evaluation options, customer support very helpful and easily accessible,
  • My trial balance reports do not allow me to select more than a 30 day period at a time to look at revenue and sales.
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  • They provide numerous options for businesses to choose from and cater to all kinds of credit cards ranging from those with chips and tap to pay.
  • Having both of my accounts shut down without valid reason caused major operational delays, unexpected expenses, and hours of wasted back-and-forth. If you rely on payment processing to keep your business running smoothly, think twice.
Read more
Ease-of-Use
4.3/ 5
Highest performing feature
in the comparison
4.7/ 5
Value for Money
4/ 5
Highest performing feature
in the comparison
4.5/ 5
Customer Support
4.2/ 5
Highest performing feature
in the comparison
4.4/ 5
Functionality
4.1/ 5
Highest performing feature
in the comparison
4.5/ 5
Support Options
Email/Help Desk
FAQs/Forum
Knowledge Base
Phone Support
24/7 (Live Rep)
Chat
Email/Help Desk
FAQs/Forum
Knowledge Base
Phone Support
24/7 (Live Rep)
Chat
Training Options
In Person
Live Online
Webinars
Documentation
Videos
In Person
Live Online
Webinars
Documentation
Videos
FrontRunners
N/A
FrontRunners 2025
Advisor
  Recommendations
N/A
N/A
Ideal Customer Size
Small
Medium
Large
Small
Medium
Large
Deployment Options
Cloud, SaaS, Web-Based
Desktop - Mac
Desktop - Windows
Desktop - Linux
Desktop - Chromebook
On-Premise - Windows
On-Premise - Linux
Mobile - Android
Mobile - iPhone
Mobile - iPad
Cloud, SaaS, Web-Based
Desktop - Mac
Desktop - Windows
Desktop - Linux
Desktop - Chromebook
On-Premise - Windows
On-Premise - Linux
Mobile - Android
Mobile - iPhone
Mobile - iPad