Senior POS Systems Engineer
Location: Andover, MA (Hybrid – Onsite 5 days every other week (one week onsite, one week remote, alternating)
Duration: Contract-to-Hire (6 Months)
Position Overview
We are seeking an experienced Senior POS Systems Engineer to join our Retail Technology / In-Store Systems team. This is a senior, hands-on engineering opportunity for a retail technology professional with strong experience supporting, troubleshooting, and enhancing enterprise Point-of-Sale (POS) platforms.
The ideal candidate will have direct retail POS experience, preferably within grocery or supermarket environments, and a strong understanding of POS applications, payment technologies, and integrations with enterprise and store-level systems.
This individual will take ownership of complex technical issues, investigate end-to-end transaction and application flows, collaborate with internal teams, and work directly with technology vendors to drive solutions. The role will also contribute to POS platform enhancements, new functionality, system improvements, and the evolution of the organization's retail technology environment.
Payments experience is a significant advantage, particularly for candidates who have worked with payment terminals, payment processors, EMV, contactless transactions, and end-to-end payment processing workflows.
Key Responsibilities
- POS Application Engineering & Support
- POS Integrations & End-to-End Troubleshooting
- Payments & Payment Technology
- Vendor & Stakeholder Management
- Infrastructure & Store Technology
- Continuous Improvement & Team Collaboration
Required Qualifications
- Minimum 5+ years of hands-on experience supporting, engineering, or administering enterprise retail POS systems.
- Direct experience working with retail POS applications in a production retail environment.
- Strong understanding of POS application functionality, architecture, configuration, and system dependencies.
- Experience troubleshooting complex POS application issues and end-to-end system integrations.
- Experience supporting integrations between POS platforms and internal enterprise systems or third-party applications.
- Strong root-cause analysis and problem-solving skills.
- Experience working with application logs, interfaces, transaction flows, databases/services, and system configurations.
- Hands-on experience with Windows-based systems, POS hardware, peripherals, operating systems, and basic networking/connectivity troubleshooting.
- Experience working with external technology vendors and managing technical escalations.
- Ability to take ownership of complex issues and drive them through resolution.
- Strong communication, documentation, collaboration, and customer-service skills.
- Must be local to the Andover, MA area and able to follow the required onsite schedule.
- Must be eligible for permanent employment without employer sponsorship, either currently or upon conversion.
Ideal Candidate Profile
The ideal candidate is a senior, hands-on retail POS engineer who understands how POS applications work, how they communicate with other enterprise systems, and how to troubleshoot issues across the entire transaction lifecycle.
We are particularly interested in professionals who combine strong POS application and integration knowledge with payment technology experience. Candidates should be comfortable working independently, managing vendor relationships, taking ownership of production issues, and helping a small team build stronger technical capabilities.
Experience with ECRS is not mandatory. Candidates with relevant experience on other enterprise POS platforms are encouraged to apply.