Our Story

About What We Do & How We Got Here

POS Upgrades is a technology partner built for complex, high-stakes POS environments. We specialize in deploying, upgrading, and supporting point-of-sale systems where reliability, speed, and scale matter most. From large enterprise rollouts to evolving legacy systems, our work is grounded in a disciplined, agile approach that keeps operations running without disruption.

Over the years, we’ve partnered with leading hospitality, food service, and retail organizations to deliver tailored POS solutions, integrations, and support services. As technology continues to evolve, we help our clients adapt with confidence — combining deep technical expertise with practical, real-world execution designed around their environment and operational needs.

Our Company Mission & Client Vision

We align proven POS execution with our clients’ evolving needs to ensure reliable performance, adaptability, and long-term operational success.

Mission

To deliver dependable, scalable point-of-sale solutions that support complex, high-volume environments. We focus on seamless deployment, long-term performance, and responsive support so our clients can operate with confidence and minimal disruption.

Vision

To be the go-to POS technology partner for enterprise and multi-location organizations as payments, self-service, and in-store systems continue to evolve. We aim to set the standard for execution, reliability, and adaptability in the POS services industry.

 Values

We believe in reliability without compromise, building solutions around real-world operational needs, and executing with agility and discipline. We value long-term partnerships over one-time projects and take ownership of outcomes by standing behind our work from implementation through ongoing support.

Recent Years

Scaling Solutions Through Every Stage

2011
The Start of POS Upgrades
Michael Cassidy shifts to consulting and contracting as POS Upgrades, primarily in the Healthcare, Higher Education, and SMB verticals
2012-2013
Expanding
POS Upgrades expands staff, and add more business verticals to include deployments for Stadiums (S&E) and Airports (Travel).
2014
Incorporated
POS Upgrades incorporates in FL
2016
Deployment Services
POS Upgrades add deployment services for Payment Providers/Companies
2018
Opens Office in Rochester, NY
POS Upgrades opens office in Rochester, NY. POS Upgrades add custom development services to its portfolio, and also services the Hotel/Hospitality sector
2019
New Offers, New Office
POS Upgrades offer POS & Payment Support Services, open office in Toledo, OH for dedicated 24X7 support desk and hardware depot
2020
Implementing AI
POS Upgrades focus efforts on AI computer vision kiosk and AI configuration and reporting tools during the pandemic
2021
New Consulting Services
POS Upgrades offer Payment and Payment consulting services.
2022
Oracle Partner
POS Upgrades joins the Oracle Partner Network as a Development Partner, Services Partner, and Reseller
2023-2026
Expansion
POS Upgrades expands POS and Payment offerings, partnering with multiple companies including Shift4, Elavon, Freedom Pay, Cygnus Payments, Grubbrr, Deliverect, and more….

Features

From installation to long-term support.

End-to-end POS services designed to ensure reliable performance from initial setup through long-term operation.

Restaurants

Streamlined POS systems that improve order accuracy, speed of service, and payment processing across single and multi-location restaurant operations.

Hospitality

Reliable POS solutions designed to support high-volume hospitality environments with seamless operations, flexible payments, and consistent system performance.

Venues

Scalable POS solutions built for high-traffic venues, enabling fast transactions, mobile ordering, and efficient service during peak demand.

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