General Retail business management made simple
Windward Software's Retail Management software is a simple system to help manage your Retail business from the point of sale terminals to the accounting back office. Running your General Retail has many challenges, and Windward will help you overcome them all with one complete solution.
Windward Software's Retail software is a fully integrated point of sale and business management software package that helps run your store, instead of just reporting on it. Improve customer service and reduce costs while providing enhanced services to your employees and customers.
We’ve designed this software with the business owner in mind, giving you total control of your operations, from the front checkout counter to the back office. You’ll also have peace of mind knowing that Windward's customer care team is just a phone call away.
Sell More and Deliver Impeccable Customer Service
Innovative Retail Solutions
Handle your daily business challenges with ease. We have extensive experience in dealing with Retail Businesses like yours, and that’s reflected in our software. Our goal is to help you sell, order, ship and interact with customers more effectively.
All-in-One Business Management
Meet all of your business management needs with one complete software solution. Windward System Five is fully integrated, meaning individual modules work in unison to streamline every aspect of your operation.
Windward Expert Support
Operate with the reassurance that Windward Software’s expert support staff is with you every step of the way. From the installations to training to troubleshooting, we offer live global support seven days a week. We’re not happy until you are.
General Retail Software Features
Manage your Retail Store from start to finish with Windward System Five
Point of Sale
Engage customers and increase profits by equipping your sales staff with the tools and knowledge they need to provide an exceptional level of customer service.
Read More | Point of SaleBarcoding
Enjoy greater inventory control with barcoding for faster checkout service, improved customer satisfaction, fewer errors and quicker stock checks.
Read More | BarcodingSignature Capture
Reduce paperwork, streamline administrative processes and incorporate a higher level of security with our POS software’s electronic signature capture capabilities.
Read More | Signature CaptureMulti-store POS
Keep your business network running smoothing and cohesively with our dealer management software. Oversee your operations from a single location and communicate business critical information between branches.
Read More | Multi-store POSCredit Card Processing
With Windward Software’s integrated credit card processing, you’ll be able to conduct credit, debit and gift card transactions quickly, accurately and securely.
Read More | Credit Card ProcessingeCommerce
By integrating your online and offline operations, you’ll keep administrative costs down while maintaining tight control over your expanding inventory.
Read More | eCommerceBusiness Management
Buy better, market smarter and work more efficiently in your business. Windward System Five provides you with the knowledge and control to drive profits.
Read More | Business ManagementInventory Control
Control your inventory, track inventory movement, optimize stock levels and improve your cost control measures through reports.
Read More | Inventory ControlCustomer Management
Create a database with your customer information to provide a smoother, more personal shopping experience, and increase your selling and marketing opportunities.
Read More | Customer ManagementGeneral Ledger
Windward Software's integrated accounting software allows you to view, print, enter and report data quickly and conveniently, providing and simple, error-free way of managing your books.
Read More | General LedgerSerial Number Tracking
For businesses that require that extra level of inventory management, our software provides serial number tracking capabilities so you know where your product is at all times.
Read More | Serial Number TrackingAdmin & Control
Empower your employees with the access and information they need to perform their jobs properly, without compromising security or confidential data.
Read More | Admin & ControlFinancial Reporting
Track and compare company performance with P&L statements. Use balance sheets to determine your financial standing.
Read More | Financial ReportingCustomer Reporting
Get remarkable insight into the people that matter most to your business - your customers. Slice and dice customer data 100s of ways to optimize processes.
Read More | Customer ReportingCreate Your Own Reports
The beauty of Windward's custom report designer is that you can analyze the details that matter most to you... whether that's staff in multiple locations, inventory levels, and another area of interest.
Read More | Create Your Own ReportsSMB & Enterprise Editions
Windward System Five is available in two versions: SMB lets you choose the modules you need most. Enterprise comes fully loaded to provide the most comprehensive business management system available.
Read More | SMB & Enterprise EditionsInstalled or Cloud
Choose from two options for deploying our Retail POS software: through a tried and tested local installation, or by using our innovative cloud-based Windward Cloud model.
Read More | Installed or CloudSoftware Integrations
Configure Windward’s business management software to handle industry-specific processes and integrate with systems you already have in place.
Read More | Software IntegrationsRecommended POS Hardware
Windward System Five point of sale software supports a range of optional hardware to help your business run smoothly - scanners, printers, computers, touch screens, and more.
Read More | Recommended POS HardwareFail Safe Technology
Whether you need reliable backup to protect against system failure, or you need to synchronize information across multiple locations, Windward’s fail safe technology has got your back.
Read More | Fail Safe TechnologyExpert Support
Windward offers phone support, virtual assistance through screen sharing, or on-site support depending on edition and plan. Self-help is always available 24/7 through our extensive knowledge base.
Read More | Expert SupportTraining
Our comprehensive training materials are available for all customers. Whether you're just getting going or just need to train a new employee on one thing, you'll love the video library and how-to's.
Read More | TrainingMaintenance
Maintenance and support packages are available for customers that like an ongoing support team available to fine tune software features. Our experts will handle the software issues so you can focus on your bottom line.
Read More | MaintenanceDesigned with your everyday tasks in mind

Membership Management to drive repeat business
Windward's Retail System offers full compatibility for an integrated membership software program. The Membership Management feature in Windward System Five allows you to easily sell memberships to your customers at the Point of Sale to reward them accordingly. A great way to keep customers coming back!
Sell Faster with Touchscreen
Windward Software offers support for touchscreen enabled terminals through user-definable panels and floating windows. Touchscreen functionality is commonly used in order to simplify the Quick Cash interface at point of sale and therefore may not support certain point of sale features or advanced navigation. However, this touchscreen can fully customizable to fit your business needs accordingly to whatever makes sense to have immediately available at the touch of your finger.
With Windward Software you can create either a global (system wide) or local (i.e. this workstation only) display button layout so that certain key features are displayed in an evidently obvious fasion. Windward Software's touchscreen technology allows you to have the features readily available at your finger tips, literally.