Windward System Five

What Is Windward System Five?

Windward System Five on Cloud is a full business management system for companies that sell, service, or rent inventory. The software includes core functionality of Point of Sale, CRM, Inventory and Accounting; operating in real time, fully integrated. The feature set and flexibility of our platform allows a diverse set of vertical markets such as Home Goods, OPE, Rental, and Garden Centers to thrive with day to day use of System5 on Cloud, whether a single location shop or a national chain.

Who Uses Windward System Five?

We help small to medium sized retail/wholesale companies gain control of their business. Windward System Five is fast and easy to use. We target companies that sell, service or rent inventory.

Where can Windward System Five be deployed?

Cloud, SaaS, Web-based, Windows (Desktop), Windows (On-Premise), Linux (On-Premise), Android (Mobile)

About the vendor

  • by Windward Software
  • Located in Penticton, Canada
  • Founded in 1984
  • Phone Support
  • 24/7 (Live rep)
  • Chat

Countries available

Australia, Canada, United States

Languages

English

About the vendor

  • by Windward Software
  • Located in Penticton, Canada
  • Founded in 1984
  • Phone Support
  • 24/7 (Live rep)
  • Chat

Countries available

Australia, Canada, United States

Languages

English

Windward System Five videos and images

Windward System Five video
Windward System Five Software - SImple, clean interface. - thumbnail
Windward System Five Software - Front counter flexibility - thumbnail
Windward System Five Software - Know your inventory - thumbnail
Windward System Five Software - BI Reporting - thumbnail

Compare Windward System Five with similar products

Starting price

US$129.00/month
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US$129.00/month

Free Version

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Free Trial

Free Trial Yes
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Windward System Five Features

  • API
  • Accounting Integration
  • Activity Dashboard
  • Activity Tracking
  • Alerts/Notifications
  • Asset Lifecycle Management
  • Asset Tracking
  • Availability Indicator
  • Availability Management
  • Barcode / Ticket Scanning
  • Barcode Recognition
  • Barcoding/RFID
  • Billing & Invoicing
  • Booking Management
  • Calendar Management
  • Contract/License Management
  • Credit Card Processing
  • Customer Database
  • Customer Management
  • Discount Management
  • Dispatch Management
  • Document Management
  • Document Storage
  • Electronic Payments
  • Electronic Signature
  • Email Templates
  • Equipment Maintenance
  • Equipment Tracking
  • Forecasting
  • Inspection Management
  • Inventory Management
  • Inventory Tracking
  • Invoice Management
  • Invoice Processing
  • Maintenance Management
  • Maintenance Scheduling
  • Multi-Location
  • Order Management
  • Order Tracking
  • Purchase Order Management
  • QuickBooks Integration
  • Quotes/Estimates
  • Reporting & Statistics
  • Reporting/Analytics
  • Reservations Management
  • Retail Inventory Management
  • Search/Filter
  • Third Party Integrations
  • Utilization Reporting
  • Work Order Management

View full list of Equipment Rental

  • API
  • Accounting Integration
  • Activity Dashboard
  • Barcode / Ticket Scanning
  • CRM
  • Commission Management
  • Credit Card Processing
  • Customer Database
  • Customer History
  • Customizable Reports
  • Data Synchronization
  • Discount Management
  • Electronic Payments
  • Email Marketing
  • Employee Management
  • For Retail
  • Forecasting
  • Gift Card Management
  • Inventory Management
  • Inventory Optimization
  • Inventory Replenishment
  • Inventory Tracking
  • Loyalty Program
  • Mail Order
  • Merchandise Management
  • Multi-Currency
  • Multi-Location
  • Offline Access
  • Order Management
  • Point of Sale (POS)
  • Promotions Management
  • Purchase Order Management
  • Real Time Analytics
  • Real Time Data
  • Real Time Monitoring
  • Real Time Reporting
  • Real-time Updates
  • Receipt Management
  • Reporting & Statistics
  • Reporting/Analytics
  • Retail Inventory Management
  • Returns Management
  • Sales Orders
  • Sales Reports
  • Sales Trend Analysis
  • Shipping Management
  • Stock Management
  • Third Party Integrations
  • Warehouse Management
  • eCommerce Management

View full list of Retail Management Systems

  • API
  • Accounting Integration
  • Activity Dashboard
  • Barcode / Ticket Scanning
  • Barcode Recognition
  • Billing & Invoicing
  • Cash Management
  • Commission Management
  • Credit Card Processing
  • Customer Database
  • Customer History
  • Customizable Reports
  • Data Import/Export
  • Data Synchronization
  • Discount Management
  • Electronic Payments
  • Electronic Signature
  • Email Marketing
  • Employee Management
  • Gift Card Management
  • Inventory Management
  • Inventory Replenishment
  • Inventory Tracking
  • Loyalty Program
  • Multi-Currency
  • Multi-Location
  • Order Management
  • Point of Sale (POS)
  • Price / Margin Management
  • Pricing Management
  • Product Catalog
  • Promotions Management
  • Purchase Order Management
  • Real Time Data
  • Real Time Reporting
  • Real-time Updates
  • Receipt Management
  • Reporting & Statistics
  • Retail Inventory Management
  • Retail Management
  • Returns Management
  • Returns Tracking
  • Sales Reports
  • Sales Tax Management
  • Sales Trend Analysis
  • Stock Management
  • Third Party Integrations
  • Touch Screen
  • Transaction History
  • eCommerce Management

View full list of Retail POS System

Windward System Five Alternatives

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Windward System Five Reviews

Read all 147 reviews

Average score

Overall
3.8
Ease of Use
3.6
Customer Service
3.7
Features
3.8
Value for Money
3.6

Reviews by company size (employees)

  • <50
  • 51-200
  • 201-1,000
  • >1,001
Mark H.
Mark H.
IT Manager in Canada
Verified LinkedIn User
Used the Software for: 2+ years
Reviewer Source

Highly customizable software that you can really tailor to your business for an affordable price.

5 4 years ago

Comments: Reduced IT costs, Improved staff experience and greater overall efficiency of our business practices.

Pros:

I give this review after having tried many different software packages over the last 15 years. Some costing x10 the price of Windard, some costing x10 less. What I'm left with over these years is perspective, and that perspective was hard earned. You will not find a more complete point of sale, inventory control, accounting, crm, etc. for this price range. With the ability to fine tune it to your exact business needs, it's easiest to configure, maintain and operate...especially compared to the "enterprise" software world where your eyes will water from pricing. Its got lightning fastest Point of sale with the absolute best part find search tool I can recall using. The special order management is the best complete solution from any I've tried. If your serious about your Business, you should consider Windard. I honestly think that in the long run it has improved our business, staff and bottom dollar.

Cons:

There is no such thing as perfect software. With that being said, there are issues...but then it's technology. You have to considering that it is a highly customizable product that able to serve an amazing range of business types with thousands of options. What Windward has that sets it apart is a fantastic support team with Canadian staff and an out-of-country team that is admittingly fantastic...probably the best off-shore support that I have ever experienced in IT. Tech support is typically same day, commonly instant or within a few hours of placing a call. If you have an urgent problem, they will find someone for you RIGHT NOW. If you have problems using Windward software...you will most probably have problems using another piece of software. The key with any software, especially if you are new to it, is to have patience and use every opportunity to learn.

Windward Software Response

4 years ago

Mark, thank you very much for taking the time to provide your feedback on your experience with Windward System Five. We're thrilled that you are very satisfied with our software! As you identify in your review, Windward Software is committed to continuously improving our business management solutions such that we may continue to offer the most user-friendly, yet comprehensive functionality available.

Scott W.
Scott W.
Director of Operations in US
Verified LinkedIn User
Used the Software for: 6-12 months
Reviewer Source

A powerful POS with unlimited flexibility, reliable stability, and great support staff.

5 4 years ago

Comments: Saved our company time and money in the ling run. Being able to customize the look, feel, and functions of the application let us implement EXACTLY what our company needed. We evaluated MANY other products before choosing Windward, and nothing comes close. It was one of the better decisions made in our organization, and is a big personal red-feather in my hat.

Pros:

- Extremely customizable. Allows you to customize anything from report, to custom price-labels, to customized POS screen (even changing the size/color/look of virtually every button). If you are a little more adventurous, you can even write code that allows you make your own functions. - Easy to learn. For as advanced as this is, most people can pick up on the majority what thy need in a day. For those who want to do more, their is a complete 'Windward Academy' that you can watch videos and read comprehensive guides. - LOTS of support. If I ever have a question, there are about ten people I can call. Of-course, they have 24/7 technical support, but virtually anyone in the company is eager and willing to help. I can call my account manager, or any number of others I have talked to throughout the installation process. Even the lovely receptionist is awesome has walked me through issues on more than one occasion. - Philippines support. You might think this would be under the "Cons" section; but it isn't. The Philippines support is not outsourced like other companies, but they are actual employees working in a Windward office in Cebu. They all speak great English, are EXTREMELY knowledgeable about the product, and aim to please. No matter how frantic I am when I call, they never get upset and are always positive. And they are not going to give up until it's fixed. - You typically don't find this level of customer service in Western support groups.

Cons:

- Price tag will be your biggest hurdle. And some features will cost you extra. Having to pay extra to have the software integrate with our merchant account is probably the biggest complaint I have with the company. But even this is vastly outweighed by the Pros. If you want the best, it probably isn't going to be the cheapest. - There are occasional errors that pop up and random issues. But 90% of these are self-resolving (very intuitive software). For the other 10%, support is right there to remote in and stay with you until it's resolve.

Teegan M.
Owner in Canada
Used the Software for: 2+ years
Reviewer Source

Gets the job done. Do not do the updates.

3 4 years ago

Pros:

Very thorough software with lots of room/areas to store Information and very easy to use. The point and click ability of the software makes it easier to train new staff. Can access the software from anywhere in the world using remote desktop connection.

Cons:

The updates do not seem to go very smoothly. And update me fix one problem but two new problems arise that were not problems before. We have actually stopped getting updates and have continued to use our current version for years. We have developed our own internal ways to use the software to its fullest potential without getting updates. Software support is readily available however very expensive and a lot of the problems that we have encountered do not have the solution. In order to get the solution we have to pay for the entire resource development team and have to be very very patient to see results. The yearly license fee does not benefit our company as we do not complete the updates. So we paid the fee however are using an out of date software program Because we are afraid to update. Phoning for tech-support can be quite challenging when the bill is charged per minute and we are on hold for 80 percent of the call. We are usually on hold while the tech support discusses with superior or development team to solve our more complex problems. At the end of the day the software program helps us maintain our current business but is not helping us grow our business. We are not ready to commit thousands of dollars to the software program that still has many issues even if we were to update to most current version

Marie V.
Marie V.
Owner/Operator in Canada
Verified LinkedIn User
Used the Software for: 2+ years
Reviewer Source

This softwear has made our business extremely essential to operate.

4 4 years ago

Comments: the main function of our business, our retail set up revolves around the software making it easy to operate day to week, to month to yearly. it has been absolutely essential. recording & keeping track of everything form our substantial amount of inventory, along with accounting, reports, staff, ect. our main source of operations for sure. :)

Pros:

that is is absolutely fluent in keeping all of our information organized & keeps me able to do my job as a 1 woman Owner/Operator. without this softwear we would not have been able to stay open for the past 11 years without the ease of Windward System 5, for my retail business.

Cons:

for us a small retail shop, the maintenance & updating costs are quite high & out of our price range on a year to year basis.

Windward Software Response

4 years ago

Hi Marie, thank you for taking the time to provide feedback relating to your experience with Windward System Five. We're very happy to see that it's significantly helping the operation of your business! With regard to maintenance & updating, please contact your Account Manager at +1 (800) 663-5750, at your convenience, to discuss options to determine the most cost-effective solution. For example, it may be optimal to transfer to Windward System Five on Cloud, which includes automatic data backups and installation of updates and does not require your business to use a server.

Ketan H.
Ketan H.
General Manager in Canada
Verified LinkedIn User
Used the Software for: 2+ years
Reviewer Source

it has been great and have found it very user friendly and easy to use

4 4 years ago

Comments: more up to date information and tracking of items with serial numbers, it was easy to set in place policies and see where we lacked and brought in a lot of controls in the company

Pros:

the software is easy to use and customizable. we have found a it works well and have not had too many problems. there are a lot of options in the setup and we are able to change if it does not work. the implementation staff was great and the support is great. when ever I have contacted support they responded very quickly and the webinars have helped make the software better

Cons:

it takes a long time to get a feature added and a lot of pestering, there are a few things in the software that does not make sense with the labels

Windward Software Response

4 years ago

Hi Ketan -- thank you for taking the time to provide us with your feedback. Great to hear that you're pleased with Windward System Five, our Implementation Team, and weekly webinars. In terms of custom feature development, we record all requests and work diligently to include this functionality (when possible) in subsequent product releases. To learn more about upcoming System Five features, please contact your Account Manager at +1 (800) 663-5750.