Windward System Five

Windward System Five is a comprehensive ERP and business management solution tailored for retail, rental, service, and distribution industries. Developed by Windward Software, it offers cloud and on-premise deployment options and is designed to streamline operations across point of sale (POS), inventory control, accounting, CRM, service management, and e-commerce. The platform is known for its highly customizable POS system, which supports barcode scanning, signature capture, and mobile checkout. Inventory tools enable real-time tracking, automated reordering, and multi-location stock control. Financial modules include general ledger, accounts payable/receivable, and integrated banking. CRM features help manage customer data, loyalty programs, and targeted marketing. Windward System Five also includes modules for rentals, service scheduling, purchasing, and employee management. It supports serialized inventory, kits and assemblies, and industry-specific workflows like tire sales, HVAC service, and building materials. The system integrates with QuickBooks, Shopify, and other third-party platforms, and offers real-time dashboards and reporting tools. While Windward System Five is robust and flexible, its interface may feel dated, and onboarding can be complex. Some advanced features require configuration or vendor assistance.