# Epos Now vs Windward System Five - 2026 Comparison - Software Advice

> Epos Now vs Windward System Five - See how these products stack up against each other with real user reviews, product feature comparisons and screenshots. Find out which one is best for your organization.

Source: https://www.softwareadvice.com/retail/epos-now-profile/vs/windward-system-five

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Epos Now vs Windward System Five

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Updated June 14, 2026

# Epos Now vs. Windward System Five: 2026 Comparison

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Updated June 14, 2026

# Epos Now vs. Windward System Five: 2026 Comparison

Skip hours of research. Get your top 5 matches from an expert in 15 minutes, 100% free.

Free Expert Guidance

Real Human Advice

1M + Businesses Helped

Product comparison

Compare up to 3 products side-by-side

+

Add product

[](https://www.softwareadvice.com/retail/epos-now-profile/)

[Epos Now](https://www.softwareadvice.com/retail/epos-now-profile/)

3.8

[(721)](https://www.softwareadvice.com/retail/epos-now-profile/reviews/)

Starting Price

$349.00one time

Free trial

Free version

Pros:

-   Ease of Use
-   Reporting

Cons:

-   Pricing
-   Phone Support

Who uses Epos Now

Based on 721 reviews

-   Popular among: Small businesses
-   Most common industry: Retail, Consumer Goods & Services (55%)
-   Top use cases: Point of Sale (24%), Payment Processing (20%) and Retail POS System (20%)

61% of users recommend this product

[](https://www.softwareadvice.com/retail/windward-system-five-profile/)

[Windward System Five](https://www.softwareadvice.com/retail/windward-system-five-profile/)

3.8

[(189)](https://www.softwareadvice.com/retail/windward-system-five-profile/reviews/)

Starting Price

$135.00per month

Free trial

Free version

Pros:

-   Inventory Management

Cons:

-   Customer Support

Who uses Windward System Five

Based on 189 reviews

-   Popular among: Small businesses
-   Most common industry: Retail, Consumer Goods & Services (46%)
-   Top use cases: Retail Inventory Management (17%), Retail POS System (15%) and Retail Accounting (11%)

53% of users recommend this product

[](https://www.softwareadvice.com/retail/epos-now-profile/)

Epos Now

3.8

[(721)](https://www.softwareadvice.com/retail/epos-now-profile/reviews/)

[](https://www.softwareadvice.com/retail/windward-system-five-profile/)

Windward System Five

3.8

[(189)](https://www.softwareadvice.com/retail/windward-system-five-profile/reviews/)

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Add product

## User satisfaction

* * *

3.8

Based on 721 reviews

Ease of use

3.8

Value for money

3.6

Customer support

3.6

Functionality

3.8

3.8

Based on 189 reviews

Ease of use

3.7

Value for money

3.6

Customer support

3.7

Functionality

3.8

Looking for better value for money? Ask an advisor for high-rated alternatives

Looking for better value for money? Ask an advisor for high-rated alternatives

Looking for better value for money? Ask an advisor for high-rated alternatives

## User interface

* * *

## Key features

Features selected based on 910 reviews from Retail Accounting

* * *

Accounting Integration

N/A

Barcode/Ticket Scanning

3.1

CRM

N/A

eCommerce Management

N/A

Gift Card Management

2.1

Inventory Management

3.1

Accounting Integration

N/A

Barcode/Ticket Scanning

N/A

CRM

2.5

eCommerce Management

3.0

Gift Card Management

N/A

Inventory Management

N/A

### Wondering if these products fit your needs?

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LexiAdvisor for 8 years

### Wondering if these products fit your needs?

Skip the manual research. Talk to a real advisor like Lexi to get a 100% free, personalized shortlist in 15 minutes.

LexiAdvisor for 8 years

## Integrations

* * *

[

DeputyNot enough reviews

](https://www.softwareadvice.com/project-management/deputy-profile/)[

Salesforce Sales CloudNot enough reviews

](https://www.softwareadvice.com/product/2764-Salesforce/)[

EventbriteNot enough reviews

](https://www.softwareadvice.com/ticketing/eventbrite-profile/)

[

Worldpay for EnterpriseNot enough reviews

](https://www.softwareadvice.com/accounting/worldpay-profile/)[

DatacapNot enough reviews

](https://www.softwareadvice.com/product/508689-NETePay/)[

WooCommerceNot enough reviews

](https://www.softwareadvice.com/inventory-management/woocommerce-profile/)

## Reviews

* * *

KH

Keedan H.DirectorHospitality, 2-10 employees

"Amazing simplicity, fantastic customer service, easy payouts, also offered us credit which massivly helped us in time of need."

May 19, 2026

VR

Verified ReviewerIT SupportHospitality, 11-50 employees

"A large number of customers using third-party integrations experienced similar disruption, effectively losing the ability to process payments overnight."

Apr 23, 2026

MB

Mason B.Sales AssociateConsumer Goods, 2-10 employees

"My overall experience was positive, and still is to some extent, though we largely use System Five as a database for older customer information now."

Aug 1, 2025

GH

Greg H.OwnerRetail, 2-10 employees

"Very difficult to move away from - their database structure is as well thought out as a dump truck full of spaghetti."

Jun 18, 2025

## Customer support

* * *

Email/Help Desk

FAQs/Forum

Knowledge Base

Phone Support

24/7

Chat

Email/Help Desk

FAQs/Forum

Knowledge Base

Phone Support

24/7

Chat

## Training options

* * *

In Person

Live Online

Webinars

Documentation

Videos

In Person

Live Online

Webinars

Documentation

Videos

## Popular Comparisons

* * *

[Clover vs Epos Now](https://www.softwareadvice.com/retail/clover-profile/vs/epos-now/)[Square Point of Sale vs Epos Now](https://www.softwareadvice.com/retail/epos-now-profile/vs/square-point-of-sale/)[Clover vs Windward System Five](https://www.softwareadvice.com/retail/clover-profile/vs/windward-system-five/)[Shopify vs Windward System Five](https://www.softwareadvice.com/retail/shopify-profile/vs/windward-system-five/)