Manager of Information Technology (IT Manager)

This is a working management role for someone who enjoys being hands-on and solving problems-not simply delegating them. You will configure systems, support new store openings, troubleshoot networks and POS issues, administer Microsoft 365 and servers, and serve as a senior technical resource for the organization. Position is based in-house M-F., * Lead the technology setup and implementation for new retail store openings, including POS systems, registers, networks, wireless, and related equipment.

• Configure and administer NCR Counterpoint point-of-sale systems across multiple locations.
• Troubleshoot POS, payment, network, connectivity, and system issues and identify root causes.
• Manage payment terminals and related hardware, including deployment, replacement, inventory, and decommissioning.
• Administer Microsoft 365, Entra ID, Exchange Online, SharePoint, Teams, and endpoint policies.
• Manage Windows Server, Hyper-V, Active Directory/Entra ID, networking, firewalls, VPNs, wireless systems, and site connectivity.
• Manage company endpoints, including imaging, deployment, patching, monitoring, antivirus, and equipment refreshes.
• Support warehouse technology, including handheld devices and barcode scanning equipment.
• Maintain backup, recovery, and disaster-recovery processes and conduct periodic restore testing.
• Implement assigned IT security and compliance controls, including vulnerability management, patching, MFA, access reviews, and audit requirements.
• Support PCI DSS requirements related to our retail and payment environments.
• Partner with Human Resources on employee onboarding, system access, and timely deprovisioning.
• Serve as the second-level technical escalation for the Service Desk.
• Work closely with store operations, Cloverkey leadership, development, vendors, and hospital partners to resolve technology issues.
• Manage day-to-day technology vendor relationships, service tickets, equipment, licenses, warranties, and subscriptions.
• Maintain accurate IT documentation, procedures, and runbooks.
• Travel to retail locations for installations, new store openings, go-lives, and post-opening support.

• 5+ years of progressive hands-on IT experience, including experience in a lead, supervisory, or senior technical role.
• Experience supporting a multi-site environment, preferably retail, restaurant, healthcare, or another distributed operation.
• Hands-on experience with: Windows Server and virtualization
• Active Directory and/or Entra ID
• Microsoft 365 administration
• TCP/IP, VLANs, routing, switching, wireless, firewalls, and VPNs
• Enterprise endpoint management
• Experience administering a retail point-of-sale system and configuring a new location
• NCR Counterpoint experience is strongly preferred.
• Experience with payment terminals and an understanding of PCI DSS requirements., * Direct NCR Counterpoint administration experience.
• Experience opening new retail locations.
• Experience working in a hospital or healthcare facility environment.
• Experience with CIS Controls, NIST, PCI DSS, or other formal security frameworks.
• Experience with Jira and Confluence.
• Experience with remote monitoring and management platforms.
• Experience supporting warehouse handheld devices, barcode scanning, or warehouse management technology.
• CompTIA, Microsoft, Cisco, ITIL, or other relevant certifications.
• Bachelor’s degree in Information Technology, Computer Science, or a related field. Equivalent experience will be considered.

Knowledge/Skills/Abilities:

• Strong troubleshooting and problem-solving skills.
• Excellent follow-through and written communication skills.
• Ability to manage multiple priorities and meet firm deadlines.
• Ability to work effectively with both technical and non-technical teams.
• Valid driver’s license and ability to travel approximately 25-30%.
• Ability to work occasional evenings and weekends for installations and store openings.
• Ability to lift and position equipment weighing up to 50 pounds.
• Ability to work in office, warehouse, retail, and hospital environments.