📊 Rating Breakdown

5 stars
28
4 stars
31
3 stars
12
2 stars
5
1 stars
2

📝 User Reviews (78)

Marcus Turner 👑
3w ago
★★★☆☆

Mixed feelings

Average POS system. Does the basics fine. returns processing works well but printer connectivity problems has been frustrating. Considering options.

👍 Pros

- Discount scheduling

👎 Cons

- The learning curve was steep

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Jennifer Young 👑
3w ago
★★★☆☆

It's okay

We use Windward Software for our retail store. layaway feature is useful. However, printer connectivity problems has caused headaches. Looking at alternatives.

👍 Pros

- Inventory management
- Stock alerts
- Price labeling

👎 Cons

- Reporting could be more detailed
- Setup took longer than expected
- Integration options are limited

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Heather Stewart 👑
Oct 31, 2025
★★★★☆

Works great for us

We've been on Windward Software for 12 months. Does everything we need. stock alerts is great, wish the the learning curve was steep was better.

👍 Pros

- Price labeling
- Matrix inventory
- Discount scheduling
- Affordable

👎 Cons

- The mobile app needs work
- Setup took longer than expected
- Some features require add-ons

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Heather Kelly 👑
Oct 31, 2025
★★★★☆

Mostly satisfied

Four months in and Windward Software is working well. Staff trained quickly on the layaway feature. Wish some features require add-ons was included.

👍 Pros

- Purchase orders
- Sales analytics
- Commission tracking
- Easy to use

👎 Cons

- Setup took longer than expected
- Customer support hours are limited

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Carol Reed 👑
Oct 28, 2025
★★★★★

Outstanding product

If you're on the fence about Windward Software, just do it. We were hesitant at first but the multi-location sync and sales analytics won us over.

👍 Pros

- Customer tracking
- Returns processing
- Customer database
- Matrix inventory

👎 Cons

- None so far

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Chris Green 👑
Oct 11, 2025
★★★★☆

Does the job well

Overall very happy with Windward Software. The barcode scanning works great. Knocked off one star because setup took longer than expected, but nothing major.

👍 Pros

- Multi-location sync
- Matrix inventory
- Modern interface
- Quick setup

👎 Cons

- Reporting could be more detailed
- Some features require add-ons
- The learning curve was steep

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Donna Alexander 👑
Oct 7, 2025
★★★★☆

Works great for us

Reliable and straightforward. Not the flashiest POS but barcode scanning and price labeling work exactly as advertised.

👍 Pros

- Inventory management
- Purchase orders
- Gift card system
- Returns processing
- Good support

👎 Cons

- The learning curve was steep

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Robert Perez 👑
Sep 26, 2025
★★★☆☆

Some pros, some cons

Average POS system. Does the basics fine. customer tracking works well but printer connectivity problems has been frustrating. Considering options.

👍 Pros

- Purchase orders
- Modern interface

👎 Cons

- Some features require add-ons
- Offline mode is limited
- Receipt customization is basic

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Diana Carter 👑
Sep 21, 2025
★★★★☆

Mostly satisfied

Four stars because there's always room for improvement. That said, Windward Software handles our boutique well. purchase orders is a highlight.

👍 Pros

- Customer tracking
- Loyalty rewards
- Discount scheduling

👎 Cons

- Some features require add-ons
- The learning curve was steep

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George Clark 👑
Sep 10, 2025
★★★☆☆

Room for improvement

We use Windward Software for our jewelry store. gift card system is useful. However, integration failures with third-party apps has caused headaches. Looking at alternatives.

👍 Pros

- Loyalty rewards
- Price labeling
- Commission tracking

👎 Cons

- Reporting could be more detailed

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✓ Would recommend