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Josh P.
Advisor, 7 years
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Updated February 6, 2026
Shopify vs Windward System Five: Which is best for you?
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55+ software advisors
1 million+ businesses helped
2 million+ verified software reviews
Starting Price
$29.00
per month
$131.00
per month
Free Trial
Free Version
Screenshots
and Demo
and Demo
See all
See all
Top Rated
Features
Features
Multiple Payment Options
5.0
Payment Processing
4.75
Activity Dashboard
4.68
See All
Retail Management
4.33
Sales Reports
4.24
Product Identification
4.14
See All
Integrations
See All
See All
Pros / Cons
- Shopify is very effective for ecommerce purposes and listing items for sale on the website or adding integrations such as countdown headers.
- Shopify does not integrate with our SAP Business 1 accounting system and makes it difficult to reconcile transactions manually.
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- My overall experience was positive, and still is to some extent, though we largely use System Five as a database for older customer information now.
- Very difficult to move away from - their database structure is as well thought out as a dump truck full of spaghetti.
Read more
Ease-of-Use
Highest performing feature
in the comparison
4.5/ 5in the comparison
3.7/ 5
Value for Money
Highest performing feature
in the comparison
4.3/ 5in the comparison
3.6/ 5
Customer Support
Highest performing feature
in the comparison
4.4/ 5in the comparison
3.7/ 5
Functionality
Highest performing feature
in the comparison
4.4/ 5in the comparison
3.8/ 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
FrontRunners 2025
N/A
Advisor
Recommendations
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
