IT Support Specialist

Cantaloupe AI
Cantaloupe AI

IT, Customer Service

New York, NY, USA

Posted on Aug 10, 2026

About the Role

For more than 35 years, LENWICH has been redefining the art of sandwich making, one hero at a time. Born and bread in New York City, we're an iconic sandwich brand built on premium ingredients, neighborhood hospitality, and the belief that great food brings people together. As we continue to grow throughout the tri-state area and beyond, technology plays a critical role in delivering exceptional guest experiences and supporting our teams. At LENWICH, we believe great businesses are built by great people. Our team is collaborative, hardworking, and driven by a shared commitment to quality, innovation, and hospitality. Whether we're serving guests in our restaurants, opening new locations, or supporting our teams behind the scenes, we work together to solve problems, move quickly, and continuously improve. We're looking for a motivated, hands-on IT Support Specialist who enjoys solving technical challenges, supporting people, and keeping our restaurants and corporate office operating at their best. If you're passionate about technology, thrive in a fast-paced environment, and enjoy working both behind the scenes and in the field, we'd love to meet you. You're a natural problem solver with a passion for technology and helping others. Whether you're troubleshooting a network issue, configuring a new POS terminal, installing wireless equipment, or supporting a new restaurant opening, you stay calm under pressure and enjoy finding solutions. You're organized, dependable, customer-focused, and comfortable balancing multiple priorities while providing exceptional support to both restaurant and corporate teams.

What you'll do

  • Provide day-to-day IT support for the corporate office and restaurant locations.
  • Respond to help desk tickets, remote requests, phone calls, and on-site service needs.
  • Troubleshoot and resolve hardware, software, network, internet, and POS issues with minimal business disruption.
  • Deliver exceptional support and customer service to restaurant and corporate teams.- Install, configure, maintain, and troubleshoot:
  • - Windows PCs and laptops
  • - POS terminals and peripherals
  • - Printers and scanners
  • - Network equipment and wireless access points
  • - VoIP phone systems
  • - CCTV and security systems
  • Perform hardware replacements, preventative maintenance, and system upgrades.
  • Support LAN, Wi-Fi, TCP/IP, VPN, and internet connectivity across all locations.
  • Coordinate with internet service providers, telecommunications vendors, and technology partners.
  • Assist with IT installations, deployments, and technology setup for new restaurant openings, remodels, and relocations.
  • Travel to restaurant locations to provide hands-on technical support as needed.
  • Maintain accurate documentation, equipment inventory, and support records.
  • Partner with Operations, Facilities, and restaurant teams to ensure reliable technology and business continuity.

What we're looking for

  • 1–3 years of IT, help desk, or network support experience.
  • Strong knowledge of Microsoft Windows, PC hardware, networking fundamentals (TCP/IP, DHCP, DNS, Wi-Fi), and POS systems.
  • Experience supporting printers, peripherals, routers, switches, firewalls, VoIP, and surveillance systems.
  • Strong analytical, troubleshooting, and customer service skills.
  • Highly organized with the ability to manage multiple priorities in a fast-paced environment.
  • Valid driver's license with the ability to travel throughout the New York metropolitan area.

Nice to have

  • Familiarity with Microsoft 365 and networking platforms such as Ubiquiti, Cisco, Meraki, SonicWall, or Fortinet is a plus.
  • Experience supporting retail, restaurant, or multi-unit operations is preferred.