About Windward System Five

Windward Software's Windward System Five helps small to midsize businesses manage their operations by providing an integrated point of sale and accounting solution with real-time inventory management. Windward System Five is a built-in point of sale application. Among other features, the solution provides a signature capture option that helps minimize duplicate invoices and paperwork, POS barcode support that integrates with most scanners on the market, and the option to add or subtract "soft switches" that allow users to customize the program for their specific business practices. Windward System Five is capable to document inventory movement between store locations, and users can also integrate the program with their online stores via the WeCommerce tool. It is available for a one-time license fee which includes support via phone and email.
Windward System Five Software - Customer information
Windward System Five Software - Customer invoice
Windward System Five Software - Daily activity
Windward System Five Software - Departments
Windward System Five Software - Inventory
Windward System Five video
Windward System Five Software - Customer information - thumbnail
Windward System Five Software - Customer invoice - thumbnail
Windward System Five Software - Daily activity - thumbnail
Windward System Five Software - Departments - thumbnail
Windward System Five Software - Inventory - thumbnail

Windward System Five pricing

Windward System Five does not have a free version but does offer a free trial. Windward System Five paid version starts at US$129.00/month.

Starting Price:
US$129.00/month
Free Version:
No
Free trial:
Yes

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Windward System Five Reviews

Feature rating

Value for Money
3.6
Functionality
3.8
Ease of Use
3.7
Customer Support
3.8
5 reviews of 184 View all reviews
Scott
  • Used Daily for 6-12 months
  • Review Source
Value for Money
4
Features
5
Ease of Use
4
Customer Support
5

5
Reviewed on 26/10/2017

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

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.

Nava
  • Industry: Building Materials
  • Company size: 2-10 Employees
  • Used Daily for 2+ years
  • Review Source
Value for Money
4
Features
5
Ease of Use
4
Customer Support
5

5
Reviewed on 06/07/2022

Great system management

When we first took over this long-time local business, previous owners did most reports or tracking by hand (ie hand-written invoices entered into QB and hand-written price books) WWS5 helps us keep track of items in inventory, current prices and mark-ups for inventory, general price increases from vendors, EOD reports and sales, and AR accounts much more easily. We do not currently use the accounting portion, but hope to move over to the accounting option with the new data set.

Pros

We currently use Windward for our POS and AR needs. This helps keep us on track for monthly billing to AR clients and keeps up with the daily till. We do very much like the additional features such as inventory management, price checks/updates, but have trouble at time keeping it current due to staffing issues. With more staff, this system would be absolutely amazing.

Cons

When we first installed Windward, there were issues with understanding the larger picture during set-up. Understanding more about the system prior to set up would have helped. We are currently setting up a new database now that we understand more about the full operation of WWS5.

Alternatives Considered

Lightspeed POS

Reasons for Switching to Windward System Five

Other POS options were too simplistic for our needs tracking hardwood lumber bought & sold by the board foot. WWS5 allows us to use the Z sheet to calculate board footage much more quickly when checking out customers and was not as expensive as other lumber yard systems.
Derek
  • Industry: Retail
  • Company size: 11-50 Employees
  • Used Daily for 2+ years
  • Review Source
Value for Money
2
Features
3
Ease of Use
4
Customer Support
1

3
Reviewed on 21/06/2022

System Five

Service and online capability was not good. While we paid for 24/7 service, we had to setup tickets and would get a call back within 24hrs.

Pros

The built in reports allowed for easily customizing reports. With their "lookup words" it was easy to tag, customers, products and vendors to particular categories for additional reporting

Cons

The online capability. There was no good capability for online. Sales would take a long time to integrate back into the software and there was no direct connection between Windward S5 to the online platform such as WooCommerce. Which meant an additional cost for another API connection.
Windward API was very limited to what info could be pushed and pulled from the website.

Reasons for Choosing Windward System Five

We outgrew the software

Response from Windward Software

Hi Derek,
Thanks for the feedback. In recent months we've launched the new WebSell integration and have enhanced our WooCommerce connector in an effort to get more of our customers online. This no longer relies on an API. Please reach out to your Account Manager to explore options.

Replied 08/08/2022
Rossie
  • Industry: Retail
  • Company size: 2-10 Employees
  • Used Daily for 2+ years
  • Review Source
Value for Money
5
Features
5
Ease of Use
5
Customer Support
5

5
Reviewed on 20/06/2022

Windward Software is an amazing program to help you run your business in every aspect.

Inventory was a huge issue for us before we started using System Five. We absolutely cannot imagine running our business without Windward System Five at this point.

Pros

The Support is A1 and the features of everything from Inventory to Sales Invoices, everything is connected and very user friendly. Reports are easy to run, reconciliations, sales and purchase invoicing, ageing, financials are easy to read and all other functions are again, user friendly.

Cons

No cons at this time. We didn't like that it didn't have a payroll feature when we started with it but now it does.

Alternatives Considered

QuickBooks Desktop Enterprise

Reasons for Choosing Windward System Five

We didn't like their Inventory feature or their GL postings that you could never correct even if it wasn't reconciled.

Reasons for Switching to Windward System Five

When we were given a demonstration, we knew right away it could handle what we needed and more.
Joellyn
  • Industry: Retail
  • Company size: 2-10 Employees
  • Used Daily for 2+ years
  • Review Source
Value for Money
5
Features
4
Ease of Use
4
Customer Support
5

5
Reviewed on 13/07/2022

Windward since 2006

Pros

The service from Windward when needing help.

Cons

Missing simple sales reports that we use to use in Great Plains.

Alternatives Considered

Furniture Wizard and Profit.co

Reasons for Choosing Windward System Five

It was DOS and needed to update.

Reasons for Switching to Windward System Five

I looked at many more than the 2 above. But do not remember all I looked at. Was at least 8. Not sure Profit.co is the correct one

Response from Windward Software

Hi Joellyn,
Thanks for the review! We'll be sure to pass along the note about our service to the Customer Care team. We do have advanced reporting now available with Windward Intelligence. You may want to reach out to your Account Manager to see it in action. Thanks again!

Replied 09/08/2022

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