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 on...


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13 Reviews of Windward System Five

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October 2017

User Profile Picture

Scott from McCoy's Inc.

Verified Reviewer

Time Used: Less than 12 months

Review Source: Capterra


Ease-of-use

4.0

Value for money

4.0

Customer support

5.0

Functionality

5.0

October 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.

January 2021

Ed from Evergreen Garden Center

Company Size: 2-10 employees

Industry: Retail

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

4.0

Value for money

4.0

Customer support

5.0

Functionality

5.0

January 2021

Using Windward in a Small Shop

Pros

Windward offers a comprehensive set of features, more than we will ever use. What drove us to purchase Windward is that its POS features are fully and seamlessly integrated into its accounting software. That means that both our POS and accounting data is up to date and current at all times. No integration with other software is required. Windward does it all. Another thing I like about Windward is the quality of Windward's support. Windward not only sets the system up for you and makes sure that all you point of sale devices work (barcode scanners, printers, etc), but if you are a cloud customer or have a maintenance contract, Windward will also remote in to your machines and fix any issues you may have. In addition, they have an on-line learning academy with training videos, documents, etc. that help you continue to learn the functionality of the system. They also offer live sessions on specific issues like maintaining inventory, year-end procedures, etc. We needed a lot of hand holding when we first started--I had no previous experience with POS software--and Windward successfully guided even a slow learner like me!

Cons

Windward is continually upgrading its software to provide additional functionality or to streamline its processes. We recently moved to the cloud version of Windward, and that has reduced some administrative overhead for us--no need for backups, no need to install updates, and greater data security. So overall, it's a plus. But there is one feature I miss in the cloud version. When our software was installed on site, we were able to print barcode labels directly from Windward to our barcode printer, a Zebra ZT510. That feature no longer works for us in the cloud, and I'm told that the reason why is that the cloud version of Windward does not currently support our particular printer. I'm still looking for a better answer from Windward. But what that loss of functionality means for me is that I must now create a separate barcode database in Excel, link that database to Zebra's barcode software, and print my barcode labels through it. So you should pay close attention to the particular peripheral hardware that Windward supports.

March 2021

Bilal from Nationwide Furniture Mattress Outlet

Company Size: 2-10 employees

Industry: Furniture

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

3.0

Value for money

4.0

Customer support

4.0

Functionality

4.0

March 2021

Windward Software System

Pros

Nationwide Furniture Mattress Outlet looks forward to continuing and growing our partnership with Windward Software. Windward Software's system allows us to stay on track and be able to organize vital information. We rely on Windward Software to perform every day so we can deliver the best customer experience possible

Cons

The time it takes to load certain functions is excessive sometimes.

Response from Windward Software

Replied April 2021

Hi Bill, Thank you for taking the time to write a review! It truly helps other business owners like yourself make a decision that will help their operation grow much like yours has. As for your speed comment, there have been some improvements within some of the reporting tools. If you haven't already done so, try upgrading to the newest version and if that doesn't resolve your issue, please place a ticket in your support portal at support.windwardsoftware.com. Thanks again Bill!

October 2017

Michelle from CEOffice Concepts

Company Size: 2-10 employees

Industry: Retail

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

4.0

Value for money

3.0

Customer support

4.0

Functionality

3.0

October 2017

Would like to set up the system again knowing so much more now than was first told.

Pros

Windward is easy to navigate and manipulate. Inventory items are easy to add and change. Like the way the payroll system integrates with Windward so no need to journal . Love the support I have received when requiring assistance from the team in the Philippines . They are prompt in getting back to you and try to assist at all times.

Cons

When trying to customise the system to suit our requirements alot of manual hours are required to change simple things like updating prices and modifications. When we needed to collect information from the system we required a special programme be written to fulfil government requirements. This additional reporting is cumbersome to produce. There is also alot of double entry when making a payment and then having to do a journal entry to reflect the same. A journal entry should be automatic. Would like the ability to make ledger numbers inactive Although we have a very confusing payroll and tax system, we experienced many issues with setting up the payroll system with this year being the first year we have successfully produced a payroll summary. Even then it required alot of double/triple checking to ensure the information was correct. Adding a new employee is once again difficult and time consuming. It would be great to be able to copy an existing one.

Response from Windward Software

Replied November 2017

Thank you, Michelle, for taking the time to provide a review of your experience with Windward System Five. It's nice to hear that you are pleased with the support you have received from our Client Services team. In terms of your concerns, we're confident that there are means to make some of the processes you mention more efficient. At your convenience, please contact your Account Manager at +1 (800) 663-5750 and ask to be registered for The Windward Learning Academy. This is a user-friendly yet comprehensive online source of System Five tutorials, which provide step-by-step solutions for all product features and nearly all possible scenarios. Windward Software is continuously evolving and enhancing Windward System Five, and, in developing each product release, we examine client feedback to ensure that we are delivering a solution that meets and exceeds needed functionality.

February 2021

TODD from GRAND RAPIDS LIGHTING

Company Size: 11-50 employees

Industry: Retail

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

5.0

Value for money

4.0

Customer support

4.0

Functionality

4.0

February 2021

Windward and You. The tutorial.

We have solved issues with double ordering Special Orders, have streamlined Purchase Orders, Receiving, Price Changes, Showroom tag printing. I am able to compile reports simply, where it use to take days. Taking inventory is so much faster using data collectors and being able to import the files.

Pros

Our old system was very outdated and Windward has made it so much simpler and quicker to get our monthly/quarterly reports. Integration between order taking and purchasing has helped speed up the ordering process & stop mistakes being made. Love the virtual warehouse option.

Cons

What i feel is missing is: 1. Freeform 1 & 2 can be data loaded in. Freeform 1 can be on a report, but Freeform 2 can not. 2. Sales/Upsell warnings can be on a report, but not data loaded. 3. Purchase warnings can be data loaded, but not put on a report. (Invoice Warnings can be data loaded & put on a report) 4. There is no where to search "Non-Stock Special Orders" by number or supplier in history. 5. A report that can show me all items sold per book month with the following parameters. sales clerk name, Invoice #, Date of sale, Customer name, Qty, Item #, Price ea., & Price total. A report that will pull ALL items. (stock, Non-stock). Currently i have to use 2 different reports, export to excel, and then combine them to create the report i need to send to suppliers for their sales incentives (spiffs). Granted this is alot better than the old computer system, but still takes longer than it should. side note: i have seen and experienced so far that if someone requests an addition, that the programs will do ONLY what was asked for. Example: you were asked to increase item #'s and part #'s to 50 characters. That was done, but they didnt change non-stock special orders where you have to manually type in the characters. When i caught this problem and brought it up to tech and the programers, the response was " they didnt ask for that to be done" and "it is what it is". Same with items i listed. can data load, but not put on reports.

Reasons for Choosing Windward System Five

it fit the bill for what we wanted and we thought it was what we needed.

Reasons for Switching to Windward System Five

Requirements for business now was beyond what the old system was capable of. Old system was also beginning to have errors popping up in the programing. The old printers and green screen terminals were failing. I was able to patch over the system to working on PC's, but that was just a bandaid. Old system was restrictive on how many characters were available, etc. etc. etc. In short the 35 year old system did a great job for its age, but it was time for a change.

Response from Windward Software

Replied April 2021

Hi Todd, Thanks for taking the time to write this! Other lighting showrooms that may be considering Windward will find this helpful. As for your reporting concerns, we may be able to help through a project plan from the professional services catalog which would be a great place to start to explore existing functionality. https://www.windwardsoftware.com/resources/professional-services.html There is also the option to do some custom programming if you have requirements that cannot be handled by the current reporting tools. We are looking forward to many more years of service to Grand Rapids Lighting. Thanks again Todd!

January 2021

Victoria from Can-tario Brick and Stone

Company Size: 11-50 employees

Industry: Building Materials

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

3.0

Value for money

4.0

Customer support

5.0

Functionality

3.0

January 2021

Feeling Confident

Have learned a tremendous alot this year, in particular about inventory - still a long way to go.

Pros

Overall it has been pretty easy to learn this program

Cons

Some of the reporting features make getting an accurate snapshot of what is occurring in the company a little difficult

Reasons for Choosing Windward System Five

Although I was not working for the company when these chose this product - having worked at other companies, this program was fairly easy to negotiate.

Response from Windward Software

Replied February 2021

Hi Victoria, Thank you for taking the time to write a review! More importantly, thank you for investing time in learning more about how Windward works for your business. We appreciate your comment about reporting. Since there are so many reports available it is sometimes hard to nail down one that works best for you. There's also the option to design your own reports. Here's some info on that topic: https://blog.windwardsoftware.com/windward-insider/design-inventory-reports-get-insights-make-informed-decisions If you would like some one-to-one training and help with reporting, you may want to check out the Reporting package from the Windward Professional Services Catalog. The bottom line is that we're here to help you improve and get more from Windward System Five. If you have any questions or concerns, please do not hesitate to contact us at any time: +1 (800) 663-5750.

October 2017

User Profile Picture

Marie from G-Force Sports & Board Shop

Verified Reviewer

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

4.0

Value for money

4.0

Customer support

3.0

Functionality

4.0

October 2017

This softwear has made our business extremely essential to operate.

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.

Response from Windward Software

Replied November 2017

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.

November 2017

User Profile Picture

William from Majestic Mattress, Peitsch Group

Verified Reviewer

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

4.0

Value for money

2.0

Customer support

3.0

Functionality

3.0

November 2017

I've been a Windward user for close to 20 years. Overall, my experience is frustration.

The system has a good POS system. It is quite easy to use but does have serious flaws. You can integrate VISA processing with the system, however, this opens another set of problems.

Pros

The ability to expand on transactions no matter which module you are in is a nice feature. The GST function is also very good.

Cons

With every update, there is a new set of problems. In addition, you can not add additional data bases, terminals nor change your company information such as address, phone etc. Windward's main goal seems to be collecting licence renewal fees and support fees at higher than market rates. They control the number of users - unlike Simply Accounting who allows up to 10 users for a basic license. Windward also charges a licence fee PER DATA BASE. This is bogus! Overall, I am disenchanted with Windward and moving away from the product after over a decade of use.

November 2020

Zoe from CDBS Construction and Garden

Company Size: 2-10 employees

Industry: Retail

Time Used: Less than 6 months

Review Source


Ease-of-use

1.0

Value for money

1.0

Customer support

1.0

Functionality

1.0

November 2020

I wish I never heard of Windward Software

Our overall experience was extremely poor and detrimental to our business. All our staff were frustrated ( I nearly lost staff), some customers were frustrated, we invested so much money, and have in turn lost so much money. Oh and did I mention the time invested. All that time I spent, all a waste, the time my staff spent which I paid for, such a waste. So much stress that my whole team went through only to end up worse off. Before we went live, in my gut I had doubts due to my experience with Windward staff in the lead up transition period. But unfortunately I have faith in people, and faith that people tell the truth, and they assured me that the Windward System 5 was an investment in my business- to have confidence, to go live and realise the benefit. Oh so wrong. The system just plain and simple had so many glitches and caused more harm than good to my business. Once live, it just got worse and worse. In hindsight, I should have listened to my gut in implementation, written the money invested off as a bad business decision and aborted. By pushing on, I cost my business so much more, and then blindly I stayed for the full 60 days as required by the refund clause, further harming my business, only to be told they were not giving me a refund anyway. Also if you are in a different timezone, that is another thing to be wary of. When I signed up they promised local support as they had two people in Australia. But these staff left and no one replaced them.

Pros

We are a retail shop with a mechanic workshop out the back. The special order process was a positive, but unfortunately when you think of all the difficulties, costs and time loss from the rest of the system I can't go so far as to say it is a pro. The idea of the detailed security and reports options is good, but due to extensive glitches never realized any benefits. Unfortunately the reports and exports were missing data, which meant reconciliation was problematic, and the security just caused glitches and locked my staff out of the system. Due to this, the amount of bookwork to fix the mess is just huge, this system is continuing to cost me in staff costs and time even though I have left Windward. Ultimately this POS system was one of the worst business decisions I have ever made and I do not recommend it all.

Cons

The implementation is long and tedious. We worked hard with 'technicians' to ensure quality data was loaded. We had 5 different implementation technicians as 2 left the company, one they allocated to us didn't suit the timezone, one provided intermittent help, & one was finally helpful. Windward waived some licencing fees to compensate for lack of support as we were paying for a licence we could not use. Windward then deleted all my data and we had to start again. The daily technical staff in are in a Philippines call centre, they failed to fix most issues. Due system glitches we had no choice but to leave despite due to it harming our business. A huge amount of funds and time invested. Windaward refused to provide refund despite us doing the mandatory 60 days. Glitches include BUT WERE NOT LIMITED TO: mixing up data across customer records showing machines that belonged to other customers on accounts (nothing to with our data); showing bills and outstanding amounts for other customers on accounts; continuously locking our staff out; full system outage; slowing down sales; daily sales reports inaccurate; export reports missing data. Windaward technicians use a licence you have paid for to investigate their system's issues further undermining your business as you've less workstations. We wired the internet throughout our shop as they suggested, this resolved no issues. We found usability to be poor, search functionality poor, & it would take us many steps to do basic things.

January 2021

jody from xperience home healthcare

Company Size: 11-50 employees

Industry: Health, Wellness and Fitness

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

5.0

Value for money

3.0

Customer support

5.0

Functionality

5.0

January 2021

System 5

Over very satisfied with our purchase. we have been pushing the system hard and for the most part (other than speed) we are impressed with the system.

Pros

Easy integration the ease of use functionality

Cons

The software has been meeting all my needs, there has not been anything that we have wanted that the system does not do. There are not negatives other than the speed which has been an issue of late.

Reasons for Choosing Windward System Five

We choose windward because our business needs were supported very nicely by windward.

February 2021

Julie from WRI Supply

Company Size: 11-50 employees

Industry: Wholesale

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

5.0

Value for money

5.0

Customer support

4.0

Functionality

4.0

February 2021

Windward System Five

With Windward we are able to use the reports to budget for the future, look at our sales history per customer, get customer reports that we need.

Pros

I like the ease of being able to run our day to day business. We use the software all day every day. The ease of checking our inventory is terrific. Setting up a new customer is very easy. The system is very easy to use. Moving the data from our old system to Windward was very easy. We were able to import with very little mistakes.

Cons

I really don't have any cons with the software except that it is sometimes hard to set up new reports that we would like to download. Some times the help feature is not very specific for the reports that I need

Reasons for Choosing Windward System Five

The Windward system was able to give us what we needed to grow our company

Reasons for Switching to Windward System Five

The old Sage Accpac did not have all the features we were needing especially the inventory module. Our company was growing and we needed a more sophisticated product.

October 2017

Alex from K&C HARRIS

Company Size: 2-10 employees

Industry: Mining & Metals

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

5.0

Value for money

5.0

Customer support

4.0

Functionality

5.0

October 2017

Best system around if you are willing to put the effort in before you go live, super easy POS side.

Best system I have ever used, to date have implemented this system in 2 businesses. This system has increased speed of transactions and lowered overheads. Best all round system.

Pros

Have put this system in 2 businesses have had no real issues to date that have not been easy to fix. POS is pretty flawless and easy to use. You can report on just about anything. Support staff are fantastic, and implementation was easy. Windward are with you the whole way making sure everything works.

Cons

To date have non, anything that I have ever had an issue with usually stems from user error. There are some processes that I would like to have, and they can absolutely be custom programed, like seeing what items on the invoice are have customer contract pricing, but this does not affect most sales and can be checked other ways. So not really a con just something that my end would be great, more than likely there is a way to do this. I am always learning new things to stream line the process.

November 2020

Kezia from Epscan Communications

Company Size: 11-50 employees

Industry: Retail

Time Used: More than 2 years

Review Source: Capterra


Ease-of-use

3.0

Value for money

1.0

Customer support

1.0

Functionality

2.0

November 2020

Updated: By Far The Worst POS I've Ever Used (Support Included)

I have been disappointed, and remain disappointed. I left a similar review a few months ago, and I was contacted by Windward in an effort to improve matters - which I do appreciate - but, unfortunately, that has not been enough to change my perspective on Windward. For myself, the general ease of use does not make up for the incredible amount of problems this software has. I have been working with various POS systems for over 10 years now, and this is the only one that ever inspired me to go out of my way and leave a review, because it's just so consistently problematic. I have been asked directly by the staff at Windward to update my review, and I do wish it had improved in any way, but I am more convinced than ever that there are much better choices out there.

Pros

In comparison to previous software used, the finalization of the inventory process within Windward is rather straight-forward. The ability to print count sheets with only product in stock - no part numbers with a "zero" quantity, is great and saves paper. However, products often randomly shift into categories like 'financial' which causes the item to remain on the inventory count. I have had to request help from support on this multiple times.

Cons

I have used Windward software all day, every week day, for two years now and I consistently encounter issues in day to day operations. I have had problems with the cash out feature not allowing me to finalize the file and close the day; I am constantly getting error messages, or "unplanned shutdown" messages when an unplanned shutdown has not occurred; there are processing issues with rental invoices that cause the invoice totals to change, after the invoice has been finalized and submitted. This specifically has created MAJOR discrepancies on our invoices that has resulted in us to losing money, and having to issue apologies to many of our major accounts. One of these incidents has caused irreparable harm to our business relationship with our (previously) largest customer.