Flex Pos Technical Support Jobs in Romeoville, IL

About SpotOn

We’re not just building restaurant tech, we’re giving independent restaurants the tools to compete and win. From our award-winning point-of-sale to AI-powered profit tools, everything we do helps operators boost profit, work smarter, and keep their best people. And every solution is backed by real humans who actually give a sh*t about helping restaurants succeed.

• Named the #1 Restaurant POS by G2 (Summer 2026), based on ratings from real users

• Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users

• Awarded Great Places to Work and Built In’s Best Workplaces for multiple years running

We move fast, care hard, and fight for independent restaurant operators to do what they love, and love doing it. If you’re looking to make an impact with heart and hustle, SpotOn is the place for you.

The Installation Specialist ensures restaurant sites are fully prepared for successful POS installations through comprehensive virtual assessments, on-site readiness checks, and installation execution. This could include, but is not limited to, performing site surveys, installing POS hardware virtually or onsite, and delivering staff training. Serving as a technical escalation point, this role troubleshoots complex infrastructure issues, mentors junior specialists, and contributes to process and SOP improvements. With deep restaurant operations knowledge and strong technical expertise, the Specialist drives installation efficiency, enhances client readiness, and promotes long-term business success.

• Conduct comprehensive virtual assessments, including complex or escalated restaurant sites.

• Validate readiness of wiring, electrical infrastructure, networking, and internet performance.

• Perform advanced diagnostics (traceroutes, port checks) and document infrastructure gaps or risks.

• Provide technical guidance to clients and vendors to resolve issues.

• Collaborate with Project Managers, Technicians, and Engineering to ensure installation success.

• Lead follow-ups to confirm remediation and support junior specialists through training and knowledge sharing.

• Recommend improvements to survey tools, templates, and internal processes.

• Maintain detailed records in internal systems, including photos, diagrams, and survey outcomes.

• Install and configure POS hardware, including workstations, printers, pin pads, cash drawers, switches, routers, and firewalls.

• Complete cabling, patching, and connectivity setup.

• Deliver onsite training and live support for staff and management.

• Implement menu/system updates and reporting configuration.

• Conduct pre- and post-installation tasks, site readiness checks, and troubleshooting.

• Lead follow-ups with clients to ensure smooth transitions and adoption.

• Travel regularly to client sites as required.

• Deliver high-quality, accurate work and outcomes by consistently adhering to documented processes, including Standard Operating Procedures (SOPs), Service Level Agreements (SLAs), and checklists.

• Review and verify outcomes before submission to maintain consistency and high-quality standards.

• Identify and address process gaps or errors to drive continuous improvement and operational excellence.

• Deep understanding of networking infrastructure, including low-voltage cabling, routers, switches, and Wi-Fi optimization.

• Skilled in advanced network testing (speed, latency, DNS) and translating findings into actionable guidance for non-technical stakeholders.

• Strong troubleshooting, problem-solving, and analytical abilities, with experience resolving escalated technical issues.

• Hands-on experience with restaurant POS systems, multi-terminal deployments, and technology installations across QSR, full-service, or franchise environments.

• Proven ability to manage complex, multi-site projects independently and mentor junior team members.

• Experience conducting client-facing walkthroughs, training staff, and communicating technical information clearly via Zoom or in person.

• Familiarity with restaurant operations, POS hardware/software, menus, modifiers, and reporting workflows.

• Proficient with Microsoft Office, Google Workspace, CRM platforms, ticketing systems, and travel/expense management.

• Excellent organizational, multitasking, and communication skills with a professional approach under pressure.

• Demonstrated success in 50+ POS installations or comparable technical deployments.

• Background in customer-facing roles, IT support, implementation, or technical project leadership within restaurants, retail, or multi-location businesses.

• 2-3 years of restaurant and/or technical support experience

• Experience in fintech or SaaS environments preferred.

• A high school diploma or GED is required.

• An Associate degree in Information Technology, Computer Networking or Systems Administration, Engineering Technology, Business Administration, Hospitality Management (with strong technical acumen) or a related field is preferred.

• An equivalent combination of education and experience may be considered.

• Ability to travel up to 50-75%, including local and out-of-state travel with overnight stays as needed.

• Fluent in English (written and verbal)

• Bilingual proficiency in Spanish required

• Our pay range is $22.00 - 26.00 per hour for this role.

• Offers will be reflective of the candidate’s location and experience.

At SpotOn, we put people above everything else. We’re known for our innovative software and technology solutions, but we stand out because of the hardworking humans behind the tech. We can’t take care of our clients without taking care of our employees first, and that’s why we invest in your wellbeing with a competitive benefits package designed to support your health, family, and future:

• Medical, Dental, and Vision Options: Nationwide plans to fit your personal healthcare needs

• HSA with Employer Match: High-deductible health plan enrollees receive an annual company contribution to their Health Savings Account

• Company-Paid Life Insurance & Disability

• 401(k) Retirement Savings & Annual Employer Match

• Pre-Tax Commuter Benefits

• Paid Parental Leave

• Paid vacation, 10 company holidays (including 1 floating holiday), sick time, and volunteer time off

• Monthly cell phone and internet stipend

• Education reimbursement up to $2,000 per calendar year to assist with your professional development

• Employee Resource Groups to build community and inclusion at work

We will never ask candidates to pay fees, purchase equipment, or share sensitive personal or financial information during the hiring process. All legitimate communication from our recruiting team will come from an official company email address (@spoton.com). If something seems suspicious, please contact us at careers@spoton.com.

SpotOn is an equal employment opportunity employer. Qualified candidates are considered for employment without regard to race, religion, gender, gender identity, sexual orientation, national origin, age, military or veteran status, disability, or any other characteristic protected by applicable law. Work authorization in the U.S. is required. Visa sponsorship is not available for this role. SpotOn is an E-Verify company.