Senior POS Systems Engineer

HI Steaks; Honolulu (HI); On-site; USD 70,000 - 90,000; Full time

Job summary

HI Steaks is seeking a Senior POS Specialist to administer and support our POS systems across multiple store locations. You will collaborate with Store Operations, vendors, and IT teams to ensure reliable day‑to‑day operations and successful upgrades.

The role requires hands‑on experience with traditional registers, mobile POS, and self‑checkout, plus strong troubleshooting and documentation skills. Expect after‑hours shifts and occasional travel to support deployments.

Qualifications

• Bachelor’s degree in Information Technology, Computer Science, or equivalent practical experience.
• 3+ years supporting POS systems or retail technology environments.
• Experience working with third‑party POS vendors and payment processors.
• Prior experience in a grocery and retail environment is strongly desired.
• Relevant POS or technical certifications are a plus.

Responsibilities

• Support and maintain enterprise POS systems across traditional, mobile, and self‑checkout environments.
• Serve as a senior escalation point for Tier 2 / Tier 3 POS hardware, software, and application issues.
• Plan and support POS software deployments, patches, configuration changes, and version upgrades.
• Perform and document regression testing to validate POS functionality before and after system changes.
• Validate end‑to‑end transaction workflows, peripherals, and integrations during upgrade testing.
• Monitor POS system health and respond to outages or performance degradation.
• Perform root cause analysis and implement corrective actions for recurring POS issues.
• Maintain clear documentation for POS configurations, procedures, and testing activities.
• Coordinate with POS vendors, payment processors, and third‑party support providers.
• Support store openings, remodels, lane expansions, and technology refreshes.
• Provide on‑call and after‑hours support for planned maintenance and critical incidents.

Skills

POS systems

Multi-store retail

POS peripherals

Software upgrades

Regression testing

Transaction flows

Networking

Payment processing

POS security

Documentation

Team collaboration

After-hours support

Education

Bachelor’s degree in IT/CS

3+ years POS/retail tech experience

POS/vendor certifications (plus)

Job description

HI Steaks is seeking a Senior POS Specialist to administer and support our POS systems across multiple store locations. You will collaborate with Store Operations, vendors, and IT teams to ensure reliable day‑to‑day operations and successful upgrades.

The role requires hands‑on experience with traditional registers, mobile POS, and self‑checkout, plus strong troubleshooting and documentation skills. Expect after‑hours shifts and occasional travel to support deployments.