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PioneerRx vs Square for Retail

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Updated February 12, 2026

PioneerRx vs Square for Retail: Which is best for you?

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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
Prescription Processing
4.0
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Point of Sale (POS)
5.0
Credit Card Processing
4.91
Purchase Order Management
4.86
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Integrations
CoverMyMeds Platform
CoverMyMeds Platform
Cigo
Cigo
Heartland Payments+
Heartland Payments+
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QuickBooks Online
QuickBooks Online
Square Invoices
Square Invoices
Square Point of Sale
Square Point of Sale
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Pros / Cons
  • I like everything about PioneerRX, I was able to help my customers get their prescription done in less than 10 mins!
  • A con I have with pioneer is that I have to manually add a lot of the medications sometimes when I am looking for a med to fill.
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  • Payment processing runs smoothly, and the built‑in reporting tools make it easy to monitor sales and performance without digging through complicated menus.
  • Some tools lack depth, and scaling beyond basic operations may require additional add‑ons or third‑party solutions.
Read more
Ease-of-Use
Highest performing feature
in the comparison
4.8/ 5
4.7/ 5
Value for Money
Highest performing feature
in the comparison
4.6/ 5
4.5/ 5
Customer Support
Highest performing feature
in the comparison
4.8/ 5
4.3/ 5
Functionality
Highest performing feature
in the comparison
4.8/ 5
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
N/A
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