About Us

The Windward Advantage: Flexibility by Design

Most ERP providers force you to change your established workflows to fit their code. We take a different approach. Using a series of proprietary "soft switches," Windward System Five is configured to match your unique business practices. Whether you are managing a lighting showroom, a power sports dealership, or a medical supply warehouse, our software scales to your specific operational needs.

Global Strength, Local Expertise

Since 2019, Windward Software has been a proud member of the Volaris Group, a wholly-owned subsidiary of Constellation Software (TSX:CSU). This partnership combines our four decades of industry-specific expertise with the financial stability and global best practices of one of the world’s largest software acquirers.

Global Reach: Trusted by thousands of clients across 35+ countries.
Scale: Over 10,000 active stations processing $1.5 billion in annual sales.
Stability: Headquartered in Penticton, BC, with a global support presence in Cebu City, Philippines, ensuring extended service hours for our international partners.

Built for Your Industry

We don't just sell software; we build it. Because we own the development process, we can innovate faster. Our deep industry knowledge spans several specialized sectors; Optimizing SKU management and floor-to-truck logistics.

By the Numbers

A+ BBB Rating: Our commitment to service is reflected in our reputation.
275+ Years of Combined Experience (and counting): Our team of over 25 professionals brings a massive "brain trust" to every implementation.
1,500+ Training Videos: We empower your team with 3,400+ pages of documentation and an extensive video library.
39 Years of Data: Our accounting module allows you to store and report on nearly four decades of financial history.