IT Supervisor - Full-Time

Job Description

Job Description

Long-Lewis Auto Group is looking for a hands on and detail oriented IT Supervisor to lead our growing team! This is a hands-on leadership role responsible for developing internal IT team members, delivering training to both technical and non-technical employees, overseeing IT support performance, and managing the relationship with a third-party Managed Service Provider (MSP). The long-term objective is to build strong internal IT capabilities while strategically leveraging the MSP for advanced cybersecurity and high-level infrastructure support.

• Lead, coach, and develop internal IT staff through structured onboarding, regular one-on-one meetings, performance feedback, and growth plans.

• Foster a service-oriented culture focused on responsiveness, professionalism, accountability, and continuous improvement.

• Establish clear roles, escalation paths, coverage plans, and documentation standards.

• Recruit, onboard, and train IT staff as needed.

• Operate as a “fire preventer,” not just a firefighter—identify recurring issues, perform root-cause analysis, and implement permanent solutions.

• Standardize and document IT processes including onboarding/offboarding, device deployment, patching, software management, and access controls.

• Own and continuously improve the IT ticketing system, focusing on response times, resolution quality, and end-user communication.

• Track and improve key performance metrics such as ticket volume, aging, reopen rates, and SLA compliance.

• Deliver training in two tracks:

  • Technical training for IT team members on tools, standards, and security practices.

  • Plain-language training for non-technical dealership staff to help them use technology effectively.

• Conduct group trainings, workshops, and short “lunch-and-learn” sessions.

• Create simple documentation, guides, and short videos to support learning.

• Communicate system changes and outages clearly and effectively.

• Provide regular reporting to senior leadership on:

  • IT ticket trends and performance

  • Major projects and timelines

  • Cybersecurity metrics and testing results

  • System health, risks, and mitigation plans

• Present information in a concise, business-focused format tied to operational impact.

• Oversee identity, access, endpoint security, and email protection.

• Manage Microsoft 365 and Entra ID (Azure AD), including MFA, conditional access, role-based permissions, and security policies.

• Coordinate with the MSP on advanced security monitoring, audits, and incident response.

• Maintain backup, recovery, and business continuity practices.

• Serve as the primary point of contact for the third-party MSP.

• Coordinate projects, escalations, and security initiatives.

• Hold vendors accountable to SLAs, documentation standards, and performance expectations.

• Reduce long-term dependency on MSP services by building internal expertise.

• Microsoft 365 administration (Exchange, SharePoint, OneDrive, Teams)

• Entra ID (Azure AD) and identity/access management

• Azure fundamentals and cloud services

• Active Directory (on-prem and hybrid environments)

• Networking fundamentals (LAN/WAN, VPNs, firewalls, VLANs)

• Endpoint management and patching

• Cybersecurity best practices and incident response fundamentals

• IT ticketing systems and reporting

• 5+ years of progressive IT experience, including leadership or supervisory responsibilities

• Experience supporting multi-location organizations (automotive or retail preferred)

• Strong communication skills with both technical and non-technical audiences

• Proven ability to improve processes and develop people

• Experience managing MSPs and technology vendors

• Relevant certifications a plus (Microsoft, Azure, Security, ITIL)

This role is ideal for a leader who values proactive IT, clear communication, people development, and continuous improvement—and who wants to make a measurable impact on business operations through technology.

Starting Pay- ($65,000-$85,000 annually)