POS Specialist

HI Steaks; Honolulu (HI); On-site; USD 55,000 - 75,000; Full time

Job summary

HI Steaks in Honolulu seeks a POS Specialist to maintain and support enterprise POS systems across multiple store locations, including traditional registers, mobile POS, and self-checkout. The role collaborates with Store Operations, vendors, and IT to ensure smooth daily operations and successful upgrades.

The position requires an Associate’s degree and 1 year of POS/retail tech experience, with strong troubleshooting and documentation skills, and willingness to support after-hours as needed.

Qualifications

• Associate’s degree in information technology, Computer Science, or equivalent practical experience.
• 1 year supporting POS systems or retail technology environments.
• Help desk and IT customer service experience.
• Prior grocery and retail environment experience.

Responsibilities

• Support and maintain enterprise POS systems across traditional, mobile, and self-checkout environments
• Serve as an escalation point for hardware, software, and application issues
• 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
• Responsible for on-call and after-hours support for planned maintenance and critical incidents

Skills

POS systems

Retail tech

Troubleshooting

Documentation

Networking concepts

On-call support

Team collaboration

Education

Associate’s degree in IT / CS

Tools

POS peripherals knowledge

Job description

The POS Specialist is responsible for the administration, support, and ongoing reliability of the company’s Point-of-Sale (POS) systems and related retail technologies. This role supports traditional POS registers, mobile POS solutions, and self-checkout systems across multiple store locations and serves as a technical subject matter expert for POS platforms and transaction workflows.

The POS Specialist works closely with Store Operations, vendors, and internal IT teams to ensure stable day-to-day operations and successful execution of POS upgrades, enhancements, and new store initiatives. This position participates in change windows, on-call rotations, and off-hours support as required.

Key Responsibilities

• Support and maintain enterprise POS systems across traditional, mobile, and self-checkout environments
• Serve as an escalation point for hardware, software, and application issues
• 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
• Responsible for on-call and after-hours support for planned maintenance and critical incidents

Required Skills & Knowledge

• Experience supporting POS systems in a multi-store retail environment
• Working knowledge of traditional fixed registers, mobile POS devices, and self-checkout systems
• Experience supporting POS peripherals (scanners, printers, pin pads, cash drawers, scanner-scales, displays)
• Comprehension of POS transaction processes (sales, returns, tenders, exceptions)
• Familiarity with store networking concepts and POS connectivity
• Strong troubleshooting, analytical, and documentation skills
• Ability to work independently and collaborate across technical and non-technical teams
• Available to support nights, weekends, holidays, and change windows as required

Education & Experience

• Associate’s degree in information technology, Computer Science, or equivalent practical experience
• 1 year supporting POS systems or retail technology environments
• Help desk and IT customer service experience
• Prior experience working in, or supporting, a grocery and retail environment

Time / Travel Requirements

• Availability for after-hours maintenance, testing, and critical incidents
• Occasional travel to store locations to support deployments, upgrades, and testing activities

Qualifications

Experience

Preferred

Prior experience working in, or supporting, a grocery and retail environment

1 year:

1 year:

Help desk and IT customer service experience

1 year:

1 year:

1 year supporting POS systems or retail technology environments

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.