Help Center

Our Customer Care team is dedicated to providing the support you need; 24 hours per day, 7 days per week, 365 days per year.

For direct assistance from our Customer Care team, there are two main options:

  • Calling In: Our First Responder program aims to have most tickets resolved on the first call in, so if it's urgent please dial 1-800-663-5750, or 1300 137 066 for our Australian clients. It's alright to leave a voicemail; they are responded to in order.

  • Email: Suitable for less urgent inquiries.

The below resources are available to any customer on a Maintenance Contract or Cloud Subscription

Contact Support Team

North America: +1 (800) 663-5750
Australia: 1300-137-066 | PH: (042) 479-9088

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Self Help

Searchable Self-Help topics.

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Webinar Schedule

Click here to view and register for our upcoming webinars.

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Bookings Schedule

Book an appointment with Windward Support for specific install and update activity. Note: If you are booking an update, select training first, and schedule the live update once you have verified functionality in training.

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What's New

Release Notes version 6.2.4.x

What's New

Customer Care Feedback

Quick survey on your Customer Care experience.

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Screen Sharing

If you’ve arranged a tech support screen sharing session, please click below.

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Academy Access

Access the Windward Learning Academy

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Frequently Asked Questions
about System Five.

Load FAQs

At Windward Software, we value customer input and work hard every day to take customer suggestions and incorporate them into the system. Historically, we have had continuous improvements and we are still surprised at the ideas our customers have, which continually make the program even better. These updates are available to you over the internet for easy downloading and updating, and are included in both Maintenance Contracts (On-Prem product) and Subscriptions (Cloud product).

If you need a modification to the software for your company only, we can do this with custom programming. We recognize that every business is different and sometimes these small changes can save you a lot of keystrokes. Please note: that extra charges are applicable for custom programming.

When we add custom programming to the system for you, it will become part of the core system, so it will continue to be available to you as you update the software. This is an important feature, as many of our competitors will not custom program, and if you do receive customization from a competitor you will be stuck with the version you have without upgrades.The majority of our training is done via telephone, where our computer connects to your computer over the internet, so both you and our trainer can see what is on your screen. At the same time our trainer will be talking with you on the telephone to guide you through the process.

We’re here to help. Our pleasant staff has all been well trained on all aspects of the software to help you choose the right options upon setup to make the software fit your business.

We can then show you how to perform tasks by controlling your mouse and keyboard, or watch and assist you in completing the steps. The lessons can be scheduled in several one to two-hour sessions so that you receive the training you need when you need it, instead of training you in advance and hoping you remember what you learned. For example, you may not perform a month-end procedure until you have loaded up the system, started work, and reached your first month-end. Our trainer can guide you through the process at this time, so you will thoroughly understand it and learn it for the next time.

The Internet is an excellent training tool, but we don't get to see you face-to-face. If you desire, we can travel to your office and train you on-site, and we do this for many of our clients around the world.

Also, if you want to get away from the interruptions and the telephone that won't stop ringing in your office, you can come to our head office in beautiful British Columbia, Canada for classroom training. Don't bother bringing apples for the teacher, we have plenty of orchards here!

Maintenance Contracts and Cloud Subscriptions

Windward Software offers Maintenance Contracts to our On-Premise (System Five) customers and Subscriptions for our Cloud (System Five on Cloud) customers. Both include support, updates, and access to webinars and training resources, but other services differ between Maintenance and Subscription. For Cloud customers, a Subscription is required to continue using the platform. Please see your Sales and Service Agreement or contact your Account Manager for clarification. See the Maintenance Contracts page for details.

Free Webinars

Free webinars to learn about new features and best practices.

Training Video Library

Our online training video library makes training new employees easy!

Phone Support

Call our support team anytime - without the big bill attached

Software Updates

Get the newest software features. Keep your investment up to date!

Try out Windward Business
Management Software for yourself!

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Want to know more?

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1 (250) 492-8888

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