Highly flexible and configurable to match unique business practices across many industries.
Comprehensive feature set covering sales, inventory, accounting, and operations within a single system.
Strong emphasis on industry-specific solutions and integrations.
Offers robust reporting and analytics for deep business insights.
Scalable to support multi-store operations and global online sales.

Cons

Specific pricing details are not publicly available, requiring direct contact for quotes.
The extensive feature set might have a steeper learning curve for new users.

What is Windward Software?

Windward System Five is a complete business management software designed for small to medium-sized businesses (SMBs) that require an integrated solution for sales, inventory, accounting, and operations. It offers extensive adaptability, allowing businesses to manage everything from simple payment processing to specialized functions like barcode scanning, serial number tracking, and multi-store operations. The platform is built with decades of refinement based on feedback from business owners across over 20 industries, ensuring a robust and feature-rich experience. This ERP system empowers businesses to sell more effectively through advanced Point of Sale capabilities, manage operations efficiently with tools for staff, customer, and inventory organization, and analyze performance with detailed reporting. It supports growth by allowing module additions, integrations with existing software, cloud deployment, and multi-store or global online sales. Windward System Five is particularly suited for businesses in sectors such as lighting, power sports, and medical supply, offering industry-specific configurations without forcing changes to established workflows.

Available on: Web

Louis Corneloup Updated May 26, 2026 · how we evaluate Source windwardsoftware.com ↗

Ratings Across the Web

3.9 (191 reviews)

Windward Software holds an aggregate rating of 3.9 out of 5 from 191 reviews across G2 and Capterra, last checked September 17, 2026.

Ratings aggregated from independent review platforms. Learn more

Key Features

Point of Sale (POS)
Barcode scanning
Signature capture
Multi-store POS management
Integrated credit card processing
eCommerce integration
Inventory control and tracking
Customer relationship management

Pricing

Paid

Windward Software offers paid plans. Visit their website for current pricing details.

View pricing

Reviews

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3.9/5

Across 191 verified user reviews on Capterra, G2

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Best Windward Software Alternatives

Top alternatives based on features, pricing, and user needs.

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Plooto Paid

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InnoVint Paid

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Wise Business Freemium

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Still deciding?

Most buyers shortlist 2 or 3 tools before committing. Pull a side-by-side comparison or browse the full alternatives shortlist below.

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Windward Software FAQ

How does Windward System Five adapt to specific industry needs without requiring businesses to change their workflows?

Windward System Five utilizes proprietary "soft switches" to configure the software to match a business's unique practices. This allows it to be tailored for diverse sectors like lighting showrooms, power sports dealerships, or medical supply warehouses, rather than forcing a generic workflow.

What specific types of data can be tracked using the serial number tracking feature, and how does it benefit inventory management?

The serial number tracking feature allows businesses to monitor the exact location and movement of individual products that require an extra level of inventory management. This ensures precise control and visibility over specific items throughout their lifecycle, which is crucial for high-value goods or regulated products.

Can Windward System Five integrate with existing business software, and what are some examples of supported integrations?

Yes, Windward System Five is designed for seamless integration with existing software solutions. Examples include integrations for healthcare (AADL, ADP), lighting stores (LASI, XOLights), OPE/OPS & RV (Polaris), hardware stores (Orgill), shipping (ShipRush), SMS (Message Media), eCommerce (WebSell, Woo Commerce, AVB LINQ), payment processing (NETePay, Global Payments, Worldpay), and data reporting (Microsoft Power BI).

What kind of historical data can be stored and reported on within the accounting module?

The accounting module in Windward System Five is capable of storing and reporting on nearly four decades of financial history. This extensive data retention allows for long-term financial analysis and comparison of company performance over significant periods.

How does the custom report designer empower users to analyze specific business details?

The custom report designer allows users to create tailored reports focusing on the details most relevant to their business. This means users can analyze specific aspects like staff performance across multiple locations, inventory levels for particular product lines, or any other area of interest, providing highly personalized insights.

Source: windwardsoftware.com

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