--- description: Learn how Windward System Five can help your business. We provide UK business users the most detailed information on pricing, features, usability, and reviews for Windward System Five. image: https://gdm-localsites-assets-gfprod.imgix.net/images/getapp/og_logo-94fd2a03a6c7a0e54fc0c9e21a1c0ce9.png title: Windward System Five Reviews, Prices & Ratings | GetApp UK 2026 --- Breadcrumb: [Home](/) > [Equipment Rental Software](/directory/1695/equipment-rental/software) > [Windward System Five](/software/126359/windward-system-five) # Windward System Five Canonical: https://www.getapp.co.uk/software/126359/windward-system-five Page: 1 / 9\ Next: [Next page](https://www.getapp.co.uk/software/126359/windward-system-five?page=2) > Windward System Five is the all-in-one business management platform for independent retailers, wholesalers, service businesses, and equipment rental operations. POS, inventory control, CRM, and accounting in one connected system — with real-time KPI dashboards and personalized support included. > > Verdict: Rated **3.8/5** by 189 users. Top-rated for **Likelihood to recommend**. ----- ## Overview ### Key benefits of Windward System Five One Source of Truth — Eliminate Duplicate Work Stop re-keying data between POS, inventory, and accounting. Every sale, purchase, transfer, and adjustment posts once and flows through every part of your business automatically. Staff spend less time on data entry and reconciliation, more time serving customers and growing the business. Real-Time Visibility into Your Business Instead of waiting weeks for end-of-month reports, see what's happening as it happens. Windward Intelligence, the built-in KPI dashboard, surfaces sales, margins, inventory health, cash position, customer trends, and rental utilization in real time — so owners and managers can act on today's numbers, not last month's. Built for the Way Independent Businesses Actually Run Generic POS and entry-level accounting tools force you to change your processes to fit their software. Windward System Five does the opposite — it's configurable to match your chart of accounts, your pricing rules, your customer types, and your unique workflows. Whether you're a single-store specialty retailer or a multi-location rental and service operation, the platform fits. Replace Your Stack with One Integrated Platform Most independents are running on a patchwork: a POS, an accounting package, spreadsheets for inventory, a CRM, maybe a separate rental system. Each tool means another subscription, another login, another integration that breaks. Consolidating onto Windward System Five reduces cost, complexity, and the risk of data falling between the cracks. Better Customer Experience at the Counter Pull up full customer history at the register: past purchases, account balances, special orders, preferences, and loyalty status. Process layaways, gift cards, returns, and exchanges quickly. Customers get faster service and feel known — driving repeat business and bigger baskets. Inventory Accuracy You Can Actually Trust Real-time inventory updates across every location mean you always know what's on hand, what's on order, and what needs reordering. Reduce dead stock with margin and turn data. Reduce stock-outs with reorder points and supplier price lists. Reduce shrinkage with serialized tracking and regular cycle counts. Scale Without Adding Complexity Add locations, add users, add SKUs, add rental fleet — System Five grows with you without forcing a re-platforming. Multi-location stores share inventory, customers, pricing, and reporting in real time. New users get configurable permissions so they see only what they need. Personalized Support, Not a Ticket Queue Every Windward customer gets hands-on onboarding, live training, and ongoing support from real people who know the software inside out. No offshore call centers, no week-long ticket queues — just direct access to a team invested in your success. Make Confident, Data-Backed Decisions Owners and managers stop running on gut feel. Margin trends, slow movers, top customers, staff performance, rental utilization, and cash position are all visible without exporting to spreadsheets or hiring an analyst. Decisions on buying, pricing, staffing, and growth get made on actual data — the same day it happens. Lower Total Cost of Ownership Consolidating POS, inventory, CRM, and accounting onto one platform eliminates multiple subscriptions, integration fees, and the IT overhead of stitching tools together. One vendor, one bill, one support team — and one platform that's been refined for independent businesses over decades, not a startup learning the category in real time. ## Quick Stats & Ratings | Metric | Rating | Detail | | **Overall** | **3.8/5** | 189 Reviews | | Ease of Use | 3.7/5 | Based on overall reviews | | Customer Support | 3.7/5 | Based on overall reviews | | Value for Money | 3.6/5 | Based on overall reviews | | Features | 3.8/5 | Based on overall reviews | | Recommendation percentage | 70% | (7/10 Likelihood to recommend) | ## About the vendor - **Company**: Windward Software - **Location**: Penticton, Canada - **Founded**: 1984 ## Commercial Context - **Starting Price**: US$135.00 - **Pricing model**: Per User - **Pricing Details**: Pricing plans start at $135\* 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. - **Target Audience**: Self Employed, 2–10, 11–50, 51–200 - **Deployment & Platforms**: Cloud, SaaS, Web-based, Windows (Desktop), Windows (On-Premise) - **Supported Languages**: English - **Available Countries**: Australia, Canada, United States ## Features - API - Access Controls/Permissions - Accounting - Accounting Integration - Accounts Payable - Accounts Receivable - Activity Dashboard - Age Verification - Alerts/Notifications - Asset Lifecycle Management - Asset Tracking - Availability Indicator - Availability Management - Bank Reconciliation - Barcode Recognition - Barcode/Ticket Scanning - Barcoding/RFID - Billing & Invoicing - Budgeting/Forecasting - CRM ## Integrations (8 total) - Datacap - Global Payments Integrated - Microsoft Power BI - Polaris - Shopify - WebSell - WooCommerce - Worldpay for Enterprise ## Support Options - Email/Help Desk - FAQs/Forum - Knowledge Base - Phone Support - 24/7 (Live rep) ## Category - [Equipment Rental Software](https://www.getapp.co.uk/directory/1695/equipment-rental/software) ## Related Categories - [Equipment Rental Software](https://www.getapp.co.uk/directory/1695/equipment-rental/software) - [Retail Management Software](https://www.getapp.co.uk/directory/198/retail-management/software) - [Retail POS Systems](https://www.getapp.co.uk/directory/1603/retail-pos-system/software) - [POS Systems](https://www.getapp.co.uk/directory/195/point-of-sale/software) - [Inventory Control Software](https://www.getapp.co.uk/directory/773/inventory-control/software) ## Alternatives 1. [Epos Now](https://www.getapp.co.uk/software/106871/epos-now) — 3.8/5 (726 reviews) 2. [Lightspeed Retail](https://www.getapp.co.uk/software/91305/lightspeed-retail) — 4.0/5 (975 reviews) 3. [Shopify](https://www.getapp.co.uk/software/8275/shopify) — 4.5/5 (6698 reviews) 4. [RetailEdge](https://www.getapp.co.uk/software/128123/retailedge) — 4.8/5 (188 reviews) 5. [PayPal](https://www.getapp.co.uk/software/91263/paypal) — 4.6/5 (26501 reviews) ## Reviews ### "Windward keeps us on track every day" — 4.0/5 > **Christine** | *28 January 2021* | Retail | Recommendation rating: 9.0/10 > > **Pros**: It's easy to learn, use and does what we need it to ... and then some\! > > **Cons**: I'm sure we don't use all of the features to their full capability. The lack of a training manual is my only major concern. > > It's a great system and helps keep our inventory, estimates, sales and receipts organized ----- ### "We've been with Windward since 1994, recent years Windward has really stepped up to the plate \!\!" — 4.0/5 > **Kelly** | *13 November 2017* | Furniture | Recommendation rating: 8.0/10 > > **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. > > 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\!\! ----- ### "Updated: By Far The Worst POS I've Ever Used (Support Included)" — 1.0/5 > **Kezia** | *9 November 2020* | Retail | Recommendation rating: 0.0/10 > > **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. > > 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. ----- ### "Lots of great features but maybe too many for a small business" — 4.0/5 > **Verified Reviewer** | *11 November 2017* | Retail | Recommendation rating: 7.0/10 > > **Pros**: This program has a lot of features, many of which speed up the tasks we perform daily. Tracking our customers is now fairly easy. Most of the system is Excel compatible which makes invoices and other documents easy to export. Windward's tech support is very friendly and accommodating. > > **Cons**: As useful as this software is I still find simple tasks that it cannot perform. I have made at least four requests of tech support concerning software functionality that resulted in an answer of "the software can't do that" (and my requests were far from complicated). It's as if the software is so good at doing a million different tasks that it wasn't built to do the simplest ones. > > We can now track customer purchases more easily. Inventory control is faster and easier than before. ----- ### "Overall this software has a lot of capabilities that integrate easily into our company." — 4.0/5 > **Verified Reviewer** | *8 November 2017* | Recommendation rating: 8.0/10 > > **Pros**: That it is easy to train our employees on. Great help videos\! I really like their integrated ecommerce. It is nice to update one price in our system and to have that price automatically updated on our website. > > **Cons**: Not so great for my outside sales staff. We run their WEAR program for our outside staff. It tends to have errors as it is similar to running just a backup version. I also wish that their ecommerce did not run in HTML only > > It saves me time. We used to run and inventory program, a bookkeeping program and an ecommerce program. It combined these 3 programs into one. ----- Page: 1 / 9\ Next: [Next page](https://www.getapp.co.uk/software/126359/windward-system-five?page=2) ## Links - [View on GetApp](https://www.getapp.co.uk/software/126359/windward-system-five) ## This page is available in the following languages | Locale | URL | | de | | | de-AT | | | en | | | en-AE | | | en-AU | | | en-CA | | | en-GB | | | en-IE | | | en-NZ | | | en-SG | | | en-ZA | | | es | | | es-CL | | | es-CO | | | es-MX | | | fr | | | fr-BE | | | fr-CA | | | nl | | | nl-BE | | ----- ## Structured Data