# Compare Windward System Five vs RetailEdge 2026 | Capterra

> Unsure of what to choose? Check Capterra to compare Windward System Five and RetailEdge based on pricing, features, product details, and verified reviews.

Source: https://www.capterra.com/compare/43189-76636/Windward-System-Five-vs-RetailEdge

---

# Windward System Five vs RetailEdge Features and Cost Comparison

Last updated July 9th, 2026

Provider data verified by our Software Research team, and reviews  
moderated by our Reviews Verification team.[Learn more](https://www.capterra.com/our-story/)

Your comparison:

Windward System FiveRetailEdge2/4 selected

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.8 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.8 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

[## Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.8 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

Starting Price

$135.00/month

Value-for-Money

3.6

Functionality

3.8

Ease of Use

3.7

Customer Service

3.7

Reviews Sentiment

MB

JG

Based on [189 reviews](#user-reviews)

Positive

135

Neutral

20

Negative

34

[## RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.8 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

Starting Price

$495.00one time

Value-for-Money

4.8

Functionality

4.6

Ease of Use

4.7

Customer Service

4.8

Reviews Sentiment

LS

LH

Based on [188 reviews](#user-reviews)

Positive

185

Neutral

2

Negative

1

## Send this comparison chart to my inbox

### Fill out the form and we'll send a list of the top-rated software based on real user reviews directly to your inbox.

What’s your intended use case?

## Summary

* * *

Key features rated by users

Features selected based on 2,710 reviews from retail pos system software users.  
about the Fit Score methodology.

Fit Score methodology

Our Fit Score reflects how reviewers rate a product’s performance against a set of features reviewers rate as most important. A higher score indicates the product is rated better in delivering what reviewers most care about.

  

If the Fit Score is not shown for a specific product, that only means there are currently not enough relevant data points to develop a meaningful score. It does not indicate that the product should be excluded from further evaluation. Best for Methodology

70%Fit

Feature ratings

For Retail

3.4

Payment Processing

3.0

Inventory Management

3.9

Sales Reports

4.2

eCommerce Management

3.0

81%Fit

High performer

Feature ratings

For Retail

4.9

Payment Processing

4.6

Inventory Management

4.7

Sales Reports

4.8

eCommerce Management

3.9

User satisfaction

User satisfaction

3.8

User reviews[189](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

Ease of use

3.7

Functionality

3.8

Value for money

3.6

Customer support

3.7

User satisfaction

4.8

User reviews[188](https://www.capterra.com/p/76636/RetailEdge/reviews/)

Ease of use

4.7

Functionality

4.6

Value for money

4.8

Customer support

4.8

Price starts from

Price starts from

$135Per User, Per Month

-   Free version
-   Free trial

Price starts from

$495Flat Rate, One Time

-   Free version
-   Free trial

Best for

Best for

Independent retailers, wholesalers, and service businesses replacing disconnected apps with one configurable platform for POS, inventory, CRM, accounting, and real-time reporting.

Best for

Small to mid-sized retailers and businesses that have point of sale and inventory management needs.

## User reviews

Pros & cons

MB

Mason B.

Sales Associate

> "Searching for historic records of customer purchases, inventory tracking over time, and loyalty program points still..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6867392)

MB

Mason B.

Sales Associate

> "An outdated and clunky UI makes it much harder to utilize to its full capabilities, occasional long loading times, and..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6867392)

JG

Jeff G.

PARTS MANAGER

> "The system has many good functions and tracking abilities."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___6280649)

GH

Greg H.

Owner

> "It would appear that no one at Windward has EVER used the software for any length of time because bugs and usability..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

NC

Nava C.

Owner

> "WWS5 helps us keep track of items in inventory, current prices and mark-ups for inventory, general price increases..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3620314)

SH

Shauna H.

Accounts Payable Manager and Bookkeeping Assistant

> "The bugs that can happen where the system is not updating correctly."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6579201)

KM

Kathi M.

CEO

> "We couldn't do without them and their service is fantastic. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6333636)

JG

Jeff G.

PARTS MANAGER

> "That function does not exist and system 5 support team as well as account manager act as if I am the first..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___6280649)

RF

Rossie F.

Owner

> "The Support is A1 and the features of everything from Inventory to Sales Invoices, everything is connected and very..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

AU

Anatoly U.

owner

> "spent alot of resources and time to get their web module to sell online and they discontinued it the next year just as..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___5006523)

JS

Justin S.

President

> "The integrated CRM is very useful for keeping track of appointments and follow ups."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3477329)

GH

Greg H.

Owner

> "Exporting our data is a nightmare."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

RF

Rossie F.

Owner

> "Reports are easy to run, reconciliations, sales and purchase invoicing, ageing, financials are easy to read and all..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

GH

Greg H.

Owner

> "From one of System 5's oldest customers - stay out of this swamp!"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

GF

Grant F.

IT Manager

> "They worked with me in implementing and transferring our data with only a few hickups."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3611104)

GH

Greg H.

Owner

> "Please please please save yourself - DO NOT buy into this software."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___6837346)

HA

Heather A.

owner

> "When we first started with windward it was fantastic. If we needed support, we called in Australia and it was fixed...."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589775)

CN

Christine N.

Controller

> "The control numbers should change what is in the je. When I addressed the issue, I was brushed off and just told to..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603641)

JR

Jordan R.

Sales Associate

> "Plenty of automated systems, the required orders feature is nice."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591398)

DM

Derek M.

V.P.

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

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591330)

JG

Jody G.

general manager

> "We have invested heavily in to the software on the years and would.lien to feel we can get value added serviced..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589707)

BN

Bob N.

Co-Owner

> "The support crew at Windward work well to address issues; however, our account manager failed to address items that..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3599240)

BN

Bob N.

Co-Owner

> "The fact that System 5 is in the cloud is one of the primary reasons we purchased the product."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3599240)

AF

Adirna F.

Accounting Manager

> "It can take them up to 2 weeks to get critical fixes completed or for you do discuss with a developer because tech..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619722)

HS

Heidi S.

Accounts Payable

> "POS is easy to use and we also use it for some accounting and for work orders/purchase orders."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589695)

NL

Nannette L.

owner

> "Having to buy hours for pricing updates and having them expire before all our vendors print their new pricing."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591532)

MD

Madison D.

PURCHASER

> "The reports have vast options which we utilize often."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603502)

SB

Stephine B.

Office Manager/ Owner

> "Have not figured out how to use the special order part and see if we are ordering a lot of one part and therefore..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3618125)

FH

Frank H.

President

> "I like the reporting ability and the integration across all departments, jobs and overall robust accounting ability"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2679839)

BN

Bob N.

Co-Owner

> "Not enough explanation of defaults in System 5 caused redundancy in our chart of accounts."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3599240)

TY

TODD Y.

manager/it

> "Integration between order taking and purchasing has helped speed up the ordering process & stop mistakes being made. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684601)

AF

Adirna F.

Accounting Manager

> "Running reports has become cumbersome as you have to run on their remote desktop and copy to your own."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619722)

EH

Edith H.

Owner/operator

> "It has saved me about $2000.00/year in accountant fees. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3625158)

LS

Lori S.

Buyer

> "Handling back orders arent great as well as a few glitches that are waiting to be fixed."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591308)

BK

Bilal K.

General Manager

> "Windward Software's system allows us to stay on track and be able to organize vital information."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2727138)

RF

Rossie F.

Owner

> "We didn't like that it didn't have a payroll feature when we started with it but now it does."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

LL

Larry L.

Purchaser

> "The product also includes a rental component which is also fairly simple to operate."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603750)

NC

Nava C.

Owner

> "When we first installed Windward, there were issues with understanding the larger picture during set-up. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3620314)

EH

Edith H.

Owner/operator

> "So easy to upload inventory that is new from an excel spreadsheet."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3625158)

CN

Christine N.

Controller

> "Having trouble intigrating Windward System Five, with shipping programs."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603641)

ET

Eva T.

Controller

> "Over the years there was a lot of frustration with support but it has been getting better and quicker"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619918)

SB

Stevenson B.

director

> "The payroll reports (designing) are difficult to understand"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591369)

EH

Edith H.

Owner/operator

> "A new employee who had experience with other systems encouraged me to purchase."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3625158)

TY

TODD Y.

manager/it

> "That was done, but they didnt change non-stock special orders where you have to manually type in the characters. ..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684601)

LL

Larry L.

Purchaser

> "Ease of use, Windows familiarity help to make a decent experience."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603750)

AF

Adirna F.

Accounting Manager

> "We have had issues with inventory which is a critical part of our business. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3619722)

KK

Kezia K.

Sales/Reception

> "In comparison to previous software used, the finalization of the inventory process within Windward is rather..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2498467)

RF

Rossie F.

Owner

> "Inventory was a huge issue for us before we started using System Five. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589555)

EW

Ed W.

Partner

> "We needed a lot of hand holding when we first started--I had no previous experience with POS software--and Windward..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649278)

MD

Madison D.

PURCHASER

> "There is not one week we do not have issues in our system, user or system error."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603502)

FH

Frank H.

President

> "Overall, this has been a great money saving tool. But the shortcomings in the software probably has more to do with..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2679839)

HS

Hyacinte S.

Bookkeeper

> "A lot of times when there are issues it is not easy to find the help in your help section."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591685)

BK

Bilal K.

General Manager

> "Nationwide Furniture Mattress Outlet looks forward to continuing and growing our partnership with Windward Software."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2727138)

ZW

Zoe W.

Owner

> "Windaward technicians use a licence you have paid for to investigate their system's issues further undermining your..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___2510835)

JS

Justin S.

President

> "I am very happy I made this investment"

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3477329)

JS

Justin S.

President

> "Booking orders use to take me days to put together."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3477329)

LJ

Laura J.

Corporate Secretary/Business Manager

> "Seemed easy to set up."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#SoftwareAdvice___3448158)

EW

Ed W.

Partner

> "That feature no longer works for us in the cloud, and I'm told that the reason why is that the cloud version of..."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649278)

SB

Stephine B.

Office Manager/ Owner

> "Easy to use and teach employees."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3618125)

DS

Derek S.

Manager

> "Lack of multiple kits."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3589561)

JM

Julie M.

Controller

> "We were able to import with very little mistakes."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684410)

BA

Bob A.

CFO

> "Upgrades are hard to keep updated again ,the users fault."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3591594)

EW

Ed W.

Partner

> "Another thing I like about Windward is the quality of Windward's support. "

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649278)

MD

Madison D.

PURCHASER

> "We always seem to be chasing down issues and fixing bugs."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3603502)

LH

Larry H.

CFO and Owner

> "The cloud-based system is easy to access and use on a daily basis."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2651670)

VV

Victoria V.

Accounts Receiable

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

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2649123)

JM

Julie M.

Controller

> "Setting up a new customer is very easy."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___2684410)

GF

Grant F.

IT Manager

> "Not as customizable as I would like."

[See full review](https://www.capterra.com/p/43189/Windward-System-Five/#Capterra___3611104)

[View Reviews](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

LS

Lloyd S.

Operations Manager

> "RetailEdge has more features than I need at my independently-owned single location garden center and landscaping..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___6756235)

MD

Michael D.

Sales Manager

> "Reports are very basic, no way to create a multiple invoice print-out for customer in-house charge accounts."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___6751727)

LH

Larry H.

Owner

> "I have used Retail Edge for over 10 years and I feel it is the best value in POS systems especially if you use..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7159159)

EP

Eric P.

Officer Manager

> "RetailEdge does not allow for multiple vendors to be assigned to the same item. "

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016880)

RD

Robin D.

Store Manager

> "We run on a lot of grant funding so being able to pull reports with specific detail is outstanding."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016085)

AK

Ayla K.

Operations Manager

> "Duplicates and incomplete transfers have happened many times because an update wasnt enough."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7036739)

PS

Peter S.

Owner

> "This software is a great tool to track inventory and sales. "

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7158970)

MD

Michael D.

Sales Manager

> "Trying to get the discounts to add to the whole sale don't seem to function but that could be us."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___6751727)

RD

Robin D.

Store Manager

> "As gold subscibers, we get access to immediate and very helpful customer service that I feel is a good value for our..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016085)

AB

Amber B.

Purchaser

> "Maybe a little difficult to start out with something new if there are no videos to show exactly how to do things."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___6578390)

RD

Robin D.

Store Manager

> "Having an option for a membership and loyalty program has been an key feature for us. "

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016085)

MH

Melissa H.

Owner

> "I really don't have the time to learn all the functions as some are complicated."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016096)

AC

Amy C.

Owner

> "The island system can be used independent of internet which works great for us when we have pop up events."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7017341)

JW

Jenny W.

President

> "Occasionally we have issues with our day end reports, they tend to duplicate the days sales."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___4976562)

RD

Robin D.

Store Manager

> "I love that Retail Edge provides us a point of sale system doing consignment and wholesale."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016085)

CM

Chris M.

Inventory Control Specialist

> "Reports could use some attention are a bit hard to navigate."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___4991862)

MC

Maureen C.

Owner

> "It is easy to use and if we have question that can’t be answered by Google - we email and have answer almost..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016055)

DD

Dian D.

Volunteer

> "Shouldn't be challenging to make sales."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___6127590)

DK

Debbie K.

Owner

> "RetailEdge is an excellent POS system that is easy to use and backed by fantastic customer service who are always..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016535)

CP

Cindy P.

President

> "The prompt for the description field after you fill in the stock number is a little annoying. "

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___4750567)

SV

Stephanie V.

Co-Owner

> "Customer service and value for money are the best things about RetailEdge."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016090)

JS

Jonathon S.

OWNER

> "time consuming , even when utilize excel to reduce time editing, adding and editing inventory, this is not for a..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#SoftwareAdvice___3286845)

DH

Dan H.

Museum Store Manager

> "The detailed reports allow you to deeply analyze your business. "

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___6750813)

BL

Bill L.

Owner

> "too many screens asking for passwords, hard to enter inventory from POs - maybe we are doing it wrong?"

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___4866596)

PB

Pryce B.

Managing Member

> "Has many other great features that continue to grow"

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7170936)

JS

Joyce S.

owner

> "The only downside that I have found is that there is so much available and I have only started scratching the..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___4684310)

LS

Lloyd S.

Operations Manager

> "I also love all the features that are available with the huge price tag that other POS systems try to charge."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___6756235)

CG

Connie G.

Retail Lead

> "It just requires me to call on help and not be able to do it myself."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___4644122)

MT

Michele T.

Owner

> "The tech suport team is awesome and they update the program on a very regular basis."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016008)

VB

Vickie B.

Office Manager

> "Also the boxes on my large screen are too small or too big and off the screen."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___3514704)

PE

Psychi E.

Coo

> "Invoicing is quick and easy with a dependable security features."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016497)

JS

Jonathon S.

OWNER

> "using it for over two years and I regret buying 52 times a year. "

[See full review](https://www.capterra.com/p/76636/RetailEdge/#SoftwareAdvice___3286845)

MH

Melissa H.

Owner

> "Easy to use and many functions that help run a business."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7016096)

DR

Dale R.

Managing Director

> "The options are adequate, but the interface is not user-friendly for regular changes..."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___2849007)

TZ

Tammy Z.

Resort Manager

> "Their customer service is prompt and amazing."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___7015988)

DS

Donna S.

CIO

> "It does not integrated with my website database, Magento."

[See full review](https://www.capterra.com/p/76636/RetailEdge/#Capterra___2303355)

[View Reviews](https://www.capterra.com/p/76636/RetailEdge/reviews/)

## User interface

3.80 (189)

4.77 (188)

## Connect with a Capterra advisor for a free 15-minute consultation

Get a personalized software list aligned to your business needs with guidance from our expert advisors. Our team has helped 1 million+ businesses like yours find options that fit their needs.

### Features

Windward System Five

Top features

47/50

-   Accounting Integration
-   Activity Dashboard
-   AI Copilot
-   API
-   Barcode Recognition
-   Barcode/Ticket Scanning
-   Billing & Invoicing
-   Cash Management
-   Commission Management
-   Credit Card Processing
-   Customer Database
-   Customer History
-   Customizable Reports
-   Data Import/Export
-   Data Synchronization
-   Discount Management
-   eCommerce Management
-   Electronic Payments
-   Electronic Signature
-   Email Marketing
-   Employee Management
-   For Retail
-   Generative AI
-   Gift Card Management
-   Inventory Management
-   Inventory Replenishment
-   Inventory Tracking
-   Loyalty Program
-   Multi-Currency
-   Multi-Location
-   Order Management
-   Payment Processing
-   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

[See all features](https://www.capterra.com/p/43189/Windward-System-Five/#features)

RetailEdge

44/50

-   Accounting Integration
-   Activity Dashboard
-   AI Copilot
-   API
-   Barcode Recognition
-   Barcode/Ticket Scanning
-   Billing & Invoicing
-   Cash Management
-   Commission Management
-   Credit Card Processing
-   Customer Database
-   Customer History
-   Customizable Reports
-   Data Import/Export
-   Data Synchronization
-   Discount Management
-   eCommerce Management
-   Electronic Payments
-   Electronic Signature
-   Email Marketing
-   Employee Management
-   For Retail
-   Generative AI
-   Gift Card Management
-   Inventory Management
-   Inventory Replenishment
-   Inventory Tracking
-   Loyalty Program
-   Multi-Currency
-   Multi-Location
-   Order Management
-   Payment Processing
-   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

[See all features](https://www.capterra.com/p/76636/RetailEdge/#features)

### Recognition

No recognitions have been awarded to Windward System Five

RetailEdge is recognized as a top-rated tool in 3 Capterra Shortlist reports

Best Value Point of SaleSoftware (2026) 

### Deployment & support

Windward System Five

Deployment

-   Cloud, SaaS, Web-Based
-   Desktop Mac
-   Desktop Windows
-   Desktop Linux
-   On-Premise Windows
-   On-Premise Linux
-   Desktop Chromebook
-   Mobile Android
-   Mobile iPhone
-   Mobile iPad

Support

-   Email/Help Desk
-   FAQs/Forum
-   Knowledge Base
-   Phone Support
-   24/7 (Live rep)
-   Chat

Training

-   In Person
-   Live Online
-   Webinars
-   Documentation
-   Videos

RetailEdge

Deployment

-   Cloud, SaaS, Web-Based
-   Desktop Mac
-   Desktop Windows
-   Desktop Linux
-   On-Premise Windows
-   On-Premise Linux
-   Desktop Chromebook
-   Mobile Android
-   Mobile iPhone
-   Mobile iPad

Support

-   Email/Help Desk
-   FAQs/Forum
-   Knowledge Base
-   Phone Support
-   24/7 (Live rep)
-   Chat

Training

-   In Person
-   Live Online
-   Webinars
-   Documentation
-   Videos

### Company Details

Windward System Five

-   By Windward Software
-   Located in Canada
-   Founded in 1984

RetailEdge

-   By High Meadow Business Solutions
-   Located in United States
-   Founded in 1989

## Popular Comparisons

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Epos Now](https://www.capterra.com/p/152638/Epos-Now/)[3.77 (726)](https://www.capterra.com/p/152638/Epos-Now/reviews/)

$135/month

Price

$349one time

3.8

Features

3.8

3.7

Ease of Use

3.8

[View full comparison](https://www.capterra.com/compare/43189-152638/Windward-System-Five-vs-Epos-Now)

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.77 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

vs

[Epos Now](https://www.capterra.com/p/152638/Epos-Now/)[3.77 (726)](https://www.capterra.com/p/152638/Epos-Now/reviews/)

$495one time

Price

$349one time

4.6

Features

3.8

4.7

Ease of Use

3.8

[View full comparison](https://www.capterra.com/compare/76636-152638/RetailEdge-vs-Epos-Now)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Shopify](https://www.capterra.com/p/83891/Shopify/)[4.54 (6,698)](https://www.capterra.com/p/83891/Shopify/reviews/)

$135/month

Price

$29/month

3.8

Features

4.4

3.7

Ease of Use

4.5

[View full comparison](https://www.capterra.com/compare/43189-83891/Windward-System-Five-vs-Shopify)

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.77 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

vs

[Shopify](https://www.capterra.com/p/83891/Shopify/)[4.54 (6,698)](https://www.capterra.com/p/83891/Shopify/reviews/)

$495one time

Price

$29/month

4.6

Features

4.4

4.7

Ease of Use

4.5

[View full comparison](https://www.capterra.com/compare/76636-83891/RetailEdge-vs-Shopify)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[PayPal](https://www.capterra.com/p/207944/PayPal/)[4.65 (26,504)](https://www.capterra.com/p/207944/PayPal/reviews/)

$135/month

Price

$0.29

3.8

Features

4.6

3.7

Ease of Use

4.6

[View full comparison](https://www.capterra.com/compare/43189-207944/Windward-System-Five-vs-PayPal)

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.77 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

vs

[Lightspeed Retail](https://www.capterra.com/p/120491/Lightspeed-Retail/)[4.03 (975)](https://www.capterra.com/p/120491/Lightspeed-Retail/reviews/)

$495one time

Price

$109/month

4.6

Features

3.9

4.7

Ease of Use

4.1

[View full comparison](https://www.capterra.com/compare/76636-120491/RetailEdge-vs-Lightspeed-Retail)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Lightspeed Retail](https://www.capterra.com/p/120491/Lightspeed-Retail/)[4.03 (975)](https://www.capterra.com/p/120491/Lightspeed-Retail/reviews/)

$135/month

Price

$109/month

3.8

Features

3.9

3.7

Ease of Use

4.1

[View full comparison](https://www.capterra.com/compare/43189-120491/Windward-System-Five-vs-Lightspeed-Retail)

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.77 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

vs

[PayPal](https://www.capterra.com/p/207944/PayPal/)[4.65 (26,504)](https://www.capterra.com/p/207944/PayPal/reviews/)

$495one time

Price

$0.29

4.6

Features

4.6

4.7

Ease of Use

4.6

[View full comparison](https://www.capterra.com/compare/76636-207944/RetailEdge-vs-PayPal)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Meevo](https://www.capterra.com/p/172058/Meevo-2/)[4.37 (277)](https://www.capterra.com/p/172058/Meevo-2/reviews/)

$135/month

Price

Contact vendor for pricing

3.8

Features

4.3

3.7

Ease of Use

4.3

[View full comparison](https://www.capterra.com/compare/43189-172058/Windward-System-Five-vs-Meevo-2)

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.77 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

vs

[Shopify POS](https://www.capterra.com/p/205337/Shopify-POS/)[4.56 (242)](https://www.capterra.com/p/205337/Shopify-POS/reviews/)

$495one time

Price

$5/month

4.6

Features

4.5

4.7

Ease of Use

4.6

[View full comparison](https://www.capterra.com/compare/76636-205337/RetailEdge-vs-Shopify-POS)

[Windward System Five](https://www.capterra.com/p/43189/Windward-System-Five/)[3.80 (189)](https://www.capterra.com/p/43189/Windward-System-Five/reviews/)

vs

[Shopify POS](https://www.capterra.com/p/205337/Shopify-POS/)[4.56 (242)](https://www.capterra.com/p/205337/Shopify-POS/reviews/)

$135/month

Price

$5/month

3.8

Features

4.5

3.7

Ease of Use

4.6

[View full comparison](https://www.capterra.com/compare/43189-205337/Windward-System-Five-vs-Shopify-POS)

[RetailEdge](https://www.capterra.com/p/76636/RetailEdge/)[4.77 (188)](https://www.capterra.com/p/76636/RetailEdge/reviews/)

vs

[Square for Retail](https://www.capterra.com/p/170272/Square-for-Retail/)[4.67 (493)](https://www.capterra.com/p/170272/Square-for-Retail/reviews/)

$495one time

Price

$0/month

4.6

Features

4.5

4.7

Ease of Use

4.7

[View full comparison](https://www.capterra.com/compare/76636-170272/RetailEdge-vs-Square-for-Retail)