Helpdesk/System Administrator

CURE Auto Insurance is hiring a Helpdesk/System Administrator to support a hybrid team in Southfield, MI. This role focuses on delivering fast, efficient IT help through ticketing and support for core network infrastructure, with the chance to work on enterprise tools, integrations, and large projects alongside the helpdesk team.

What you get: $60,000 to $80,000 per year, flexible work hours between 8:00 AM and 5:00 PM (8–4, 8:30–4:30, or 9–5), plus a hybrid schedule with onsite four days and remote one day. You’ll also be supported by a benefits package that includes health and dental coverage, life and disability insurance, and a 401k with generous company match.

What you’ll do

• Resolve systems, application, hardware, and network trouble tickets submitted through FreshService ITSM, including support for Microsoft/Windows-based software, call center and inter-business softphones, web-based services, and common office hardware/software.
• Handle user account onboarding and management across Gmail, O365, and other third-party services, including laptop/workstation provisioning.
• Take ownership of issues or coordinate resolution, working with the helpdesk team and business leads to drive larger problems to closure, with escalation of high severity issues to the CIO when needed.
• Perform Windows and Active Directory administration, including DHCP, AD management, and Group Policy.
• Administer Google Workspace.
• Support the CURE HQ helpdesk team with installation and configuration of network applications, tools, and patches, including environments such as Cisco Meraki firewalls/switches/peripherals and VMware, as well as Windows Servers.
• Collaborate with HQ helpdesk during integration of new business solutions.
• Complete other duties as assigned.

What you bring

• At least 3 years of helpdesk experience in a business office environment supporting PCs, peripherals, printers, phones, servers, and software installations, including installation, configuration, and maintaining OS and user applications.
• Operating systems experience with Windows 11, Windows 10, and Windows Server 2022.
• Active Directory and Group Policy experience.
• At least 1 year of network support experience, including maintaining network hardware and software such as routers, switches, and firewalls, and implementing security measures to protect networks from unauthorized users.
• Bachelor’s Degree required.
• Strong troubleshooting and problem-solving skills.
• Strong communication skills.
• Experience with tools and platforms is a plus: Cisco Meraki, TeamViewer, Veeam, vSphere, AWS, GCP, Genesys Cloud, FreshService, Windows 7, Windows Server 2012.
• Hands-on experience with firewalls, switches, scripting, and security tools.

Tools & systems you’ll work with

FreshService ITSM, Gmail, O365, Microsoft, Windows, call center and inter-business softphones, Google Workspace, DHCP, Active Directory, Group Policy, Cisco Meraki, VMware, Windows Servers, TeamViewer, Veeam, vSphere, AWS, GCP, Genesys Cloud, Windows 7, Windows Server 2012, plus routers, switches, firewalls, scripting, and security tools.

Schedule and environment

• Flexible hours between 8:00 AM and 5:00 PM with options such as 8–4, 8:30–4:30, or 9–5.
• Hybrid: onsite four days per week, remote one day per week.
• Physical/communication needs include prompt and regular attendance; frequent movement around the office to coordinate with others; standing, sitting, and typing for extended periods; and lifting/carrying up to 5 lbs.
• Ability to frequently communicate in person, by phone/virtually, and in writing, and to evaluate large amounts of technical information to make informed decisions.

Note: This job description reflects management’s assignment of essential functions and may be subject to change.