Windward System Five

RATING:

3.8

(188)

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...

Awards and Recognition

FrontRunner 2023
Software Advice's FrontRunners report ranks top products based on user reviews, which helps businesses find the right software.

Windward System Five Pricing

Pricing plans range from $99 to $129* per user per month, plus a one-time implementation fee. *based on user count. Note: Windward Software typically bills yearly, monthly rates are for comparative purposes. Talk to your rep for options.

Starting price: 

$129.00 per month

Free trial: 

Available

Free version: 

Not Available

Customer information

Windward System Five Reviews

Overall Rating

3.8

Ratings Breakdown

Secondary Ratings

Ease-of-use

3.5

Customer Support

4

Value for money

3.5

Functionality

4

Most Helpful Reviews for Windward System Five

1 - 5 of 188 Reviews

User Profile

Mark

Verified reviewer

Used daily for more than 2 years

Review Source: Capterra
This review was submitted organically. No incentive was offered

OVERALL RATING:

5

EASE OF USE

5

VALUE FOR MONEY

5

CUSTOMER SUPPORT

5

FUNCTIONALITY

5

Reviewed October 2017

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

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.

Vendor Response

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.

Replied November 2017

Kelly

Verified reviewer

Furniture

Used daily for more than 2 years

Review Source: Capterra
This review was submitted organically. No incentive was offered

OVERALL RATING:

4

EASE OF USE

4

VALUE FOR MONEY

4

CUSTOMER SUPPORT

4

FUNCTIONALITY

4

Reviewed November 2017

We've been with Windward since 1994, recent years Windward has really stepped up to the plate !!

One of the most recent benefits is the available training in many different areas of the Windward software program. This is an incredible asset to streamlining and improving day to day business practices for us. When we find out things the program can do for us that for years has just been sitting there not being used, we're like a kid in a candy shop....Excited...Wow!!

PROS

Over the years there have been many areas of the program that we never took advantage of. One of the greatest things is with all the recent available training on and off line it has allowed us to find these nuggets that have helped us tremendously to make processes within our business so much easier. This had to be one of the best implementations that Windward has made, keep the training coming!!

CONS

The one thing we dislike about the program are updates. We get very nervous! A few years ago we did an update and it totally messed up the whole program. We had to work offline (paper work) for more than 3 weeks, which was a nightmare after the fact. Though Windward programmers worked for over 6 months to find a fix, they never ever did. So here 5 or 6 years later our Point of Sales Transaction Report figures are still unusable. We recently updated Pervasive and were told it should really speed up the program. Unfortunately it didn't, actually saw absolutely no difference even though it had been several years since we'd done an update, so are looking at other areas now.

Bob

Furniture, 2-10 employees

Used daily for less than 2 years

Review Source: Capterra

OVERALL RATING:

2

EASE OF USE

1

VALUE FOR MONEY

2

CUSTOMER SUPPORT

4

FUNCTIONALITY

2

Reviewed June 2022

continuing forward

We are continuing to use System Five as migration is a challenge for a small business like ours. The support crew at Windward work well to address issues; however, our account manager failed to address items that were still in process just prior to go live. Those items remain outstanding as support is unable to address them.

PROS

Immediate processing of credit card transactions. The fact that System 5 is in the cloud is one of the primary reasons we purchased the product.

CONS

Not enough explanation of defaults in System 5 caused redundancy in our chart of accounts. The monthly reconciliation requires that several routines be performed before you can have a reliable balance report of income/expense reports. Modifiers were disappointing as we learned that they must be setup on an item-by-item basis, rather than a category or brand basis. Custom reporting is extremely lacking and doesn't allow for us to produce the reports we need.

Reason for choosing Windward System Five

The combination of financial and pos into a single application. The demos we went through for home furnishing solutions. Modifiers and their usage were also a primary reason we chose System 5. We found out after commitment that the modifiers would not work in our shop.

Reasons for switching to Windward System Five

The apps were on-prem based. We wanted a Cloud based solution. We thought the combination of a financial app and POS app would make things work smoother.

User Profile

Ketan

Verified reviewer

Used daily for more than 2 years

Review Source: Capterra
This review was submitted organically. No incentive was offered

OVERALL RATING:

4

EASE OF USE

4

VALUE FOR MONEY

4

FUNCTIONALITY

4

Reviewed November 2017

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

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

Vendor Response

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.

Replied November 2017

User Profile

Kathy

Verified reviewer

Used daily for more than 2 years

Review Source: Capterra
This review was submitted organically. No incentive was offered

OVERALL RATING:

5

EASE OF USE

4

VALUE FOR MONEY

5

CUSTOMER SUPPORT

3

FUNCTIONALITY

4

Reviewed October 2017

The ecommerce support is not 7 days a week unfortunately. Otherwise a great software and support.

I thoroughly reviewed 4 different POS software systems prior to making a purchase. It was important to choose the software that would grow as my business grew. Out of the POS systems available at that time (6 years ago) this was the best to fit the needs of my business then and into the future. Now, 6 years into it, this has proven to still be the best choice. It has allowed us to continue with the same software system as the business has grown and evolved.

PROS

It fill all of our needs as a retail store as well as a webstore. It integrates both of those nicely. The accounting and the POS in one system is a great way to run a business.

CONS

In my business it would be useful to give employees access to a variety of information screens. Windward does allow this to some extent, but not to the extent that makes it practical in our situation. Which sometimes forces me to give people access to confidential information which they don't need in the coarse of their job.