Winston POS

26/08/2026

Managing tips shouldn't be a part-time job for your managers. That’s why we’ve officially integrated Winston POS with TipJar to completely automate your tip pooling 🤝

It pulls your sales, hours, and role data straight from Winston and calculates payouts based on your exact rules.

Forget the Friday night spreadsheets and manual math. Your operators get hours of their week back, and your staff get a transparent breakdown of exactly what they’ve earned through their own portal.

Contact your local Winston dealer or the Winston team for more information.

24/08/2026

At Winston POS, we're building more than a POS system. We're building an AI-powered system that helps dealers get restaurants up and running faster, while giving operators the tools to deliver an even better guest experience 💪

Our latest AI features are now live:

⚡ AI Menu Import
Upload a photo or PDF of your menu, and Winston AI automatically creates your products, categories, modifiers, and prices in seconds. No manual data entry. No hours of setup.

🧠 AI Insights
Ask Winston AI questions about your restaurant data in plain English. Do you notice something unusual in your reporting? Winston AI takes you to the right check in seconds, so you can quickly see exactly what’s going on.

Our goal isn't to add AI for the sake of AI. It's to eliminate repetitive work, reduce mistakes, and give restaurant teams more time to focus on what matters most: their guests.

What AI feature would save you the most time in your restaurant? 👇

19/08/2026

While part of the Winston team has been getting everything ready for RetailNOW, our dealers have been doing what they do best: helping restaurants go live. 🚀

Over the past few weeks, we've welcomed another great group of new restaurant operators to Winston POS:

🍽️ Guests are now being served at a brand-new restaurant & bar in Ridgeville (SC)
🌊 Another authentic Greek restaurant in Brooklyn (NY) has chosen Winston for its grand opening
🍝 A spacious Italian restaurant in Wayne (NJ) is now running on Winston POS
☕ A growing coffee chain expanded with another Winston-powered location in Palm Harbor (FL)
🥪 And in Delta (CO), a neighborhood eatery has officially gone live with Winston

Every new installation is more than just another POS system. It's another restaurant backed by a trusted local dealer, with hands-on installation, training, onboarding, and support from people who know the industry ⭐

06/08/2026

Winston POS Voted RetailNOW 2026 Newcomer of the Year 🏆

We’re incredibly proud to announce that Winston POS has been voted RetailNOW 2026 Newcomer of the Year.

This recognition means a great deal to our entire team. It reflects the momentum we've built together with our dealers, technology partners, and restaurant operators over the past year.

A sincere thank you to everyone who voted for Winston POS and to the Retail Solutions Providers Association (RSPA) for organizing another outstanding RetailNOW.

We’re just getting started, and we can’t wait to continue building the future of restaurant technology together.

Congratulations to all of this year's award winners, including Unfiltered Ink Media. 🚀

29/07/2026

Yesterday, Koen Lavrijssen (CEO Winston POS) had the pleasure of taking part in an insightful panel discussion at RetailNOW 2026 🎤

The session, “From Chaos to Control: Mastering Device Lifecycle for VARs, ISVs & ISOs,” explored one of the biggest challenges in our industry: how to turn device management from a constant operational headache into a competitive advantage.

Koen joined David Barclay from Esper and Arjun Wadwalkar from Global Payments to exchange ideas on where the industry is heading and how businesses can take greater control of their device lifecycle.

A big thank you to David and Arjun for the great conversation and valuable insights.

A special word of thanks as well to Maddie Gainza, MCM, and RSPA - Retail Solutions Providers Association for making the session possible.

17/07/2026

MagTek Accelerates Restaurant POS Innovation with Rapid Integration for Winston POS Delivering POS Dealers a Streamlined Solution 🤝

Winston POS is proud to announce a strategic partnership with MagTek, a global leader in secure payment technology and security solutions.

This collaboration expands our payment ecosystem to deliver a fully processor-agnostic mobile payment solution engineered specifically for the modern restaurant industry. By integrating MagTek’s trusted technology, we are equipping POS dealers and restaurant operators with unprecedented flexibility and control over how they accept and route payments.

Leveraging MagTek’s robust, API-driven architecture, our development team achieved a seamless integration. This efficiency enables Winston POS dealers to rapidly deploy secure, on-the-go payment workflows across a variety of service models:
📱 Tableside payments
🚗 Curbside pickup
☀️ Patio dining
📦 Off-site delivery

This integrated solution is available for immediate deployment through Winston POS.

MagTek and Winston POS announce a rapid strategic integration with MMS Dyna Devices and the Magensa Payment Protection Gateway, delivering processor-agnostic mobile payments for restaurants in just two weeks.

15/07/2026

In less then two weeks, Winston POS officially launches in the US at RetailNOW. We’re not just showing up, we’re also rolling out major product updates.

Here is what’s dropping:

💳 Freedom to choose: New payment integrations with 3! great partners so you can choose what works for you.

🔄 Pre-auth flexibility: Change the card on a pre-auth tab on the fly, keeping the drinks pouring and the guests happy.

⚡Built for the rush: Countless QSR upgrades to keep your line moving.

👀 Transparent ordering: Rear screen support for Android terminals.

👩🏻‍🍳 Kitchen control: Major KDS improvements.

🤖 Winston AI: Tech that actually helps you.

Massive shout-out to our dev team for putting in the work. We can’t wait to show you what this looks like live at RetailNOW.

10/07/2026

😣 We know that managing multiple delivery platforms can be a logistical headache, and the high fees from major integration tools quickly eat into your hard-earned margins…

That is why we are thrilled to announce our integration with stream 🤝

Stream connects your Winston POS directly to DoorDash, JustEat, UberEats, and Deliveroo, giving you top-tier delivery management at a fraction of the cost of some alternatives.

Ready to simplify your operations, expand your delivery footprint, and keep more profit in your pocket?

Winston POS shares how flexibility, dealer support, and connected integrations are shaping the next phase of restaurant technology. In this Stream Spotlight, Winston discusses hardware and payment choice, faster dealer onboarding, the pain caused by disconnected delivery platforms, and how Stream he...

08/07/2026

The Netherlands may be out of the World Cup, but The Orange Army is coming to Vegas 🧡

RetailNOW is just around the corner, and team Winston POS is ready to go. The hardware is shipped, brand-new payment integrations are live, and the Dutch stroopwafels are officially taste-tested and ready to go.

From July 26 to July 28, you’ll find us - and our stroopwafels - at Booth 841.

Would you like to meet one-on-one with someone from team Winston POS while you’re there? Send us a message and we’ll get something on the calendar.

01/07/2026

Let’s be real: getting locked out of your own system when you need to make a fast update on the fly isn't just frustrating. It’s a growth killer. Waiting on someone else for every small menu tweak or price adjustment slows you down.

Winston POS is built to give control back to you. Make the changes yourself, exactly when you need to.

🔄 You're in control: Update prices, products, and menus in seconds.

✅️ User-friendly, intuitive design: Edit your entire menu in a simple, familiar Excel-style format.

🤝 Trusted local support: Still need a hand? Your dealer is always there to back you up.

Customize it your way. We empower operators with freedom, modern software, and support from real experts.

The Restaurant POS that works for you ⭐