Job description

We are a Managed and Cloud Services Provider that has been in business for over 15 years. This is an exciting opportunity to step into a client-facing role where you’ll work across a variety of environments, resolving escalations, leading project work, and supporting businesses throughout Chicagoland. You’ll be hands-on with Microsoft 365, Windows Server, firewalls, and networking technologies while mentoring junior engineers and contributing to complex solutions. This position is ideal for someone with MSP experience looking for career stability, growth, and variety. With competitive pay, monthly performance bonuses, and a flexible hybrid WFH model (after initial onboarding), you’ll be joining a team that values technical excellence, collaboration, and continuous development. If you’re ready to sharpen your skills and make an impact in a people-first culture, this could be the right next step. What You’ll Do: • Act as an escalation point for Tier 1 engineers, resolving desktop, server, and network issues. • Manage and administer Microsoft 365 tenants, including Exchange, Teams, SharePoint, OneDrive, Intune, and Entra ID. • Perform Windows Server administration (2016–2022): AD, DNS, DHCP, Group Policy, and file/print services. • Configure and support firewalls, switches, and wireless solutions (SonicWall, Fortinet, Cisco Meraki, Unifi). • Contribute to project work such as server builds, migrations, Azure deployments, and network upgrades. • Monitor systems and endpoints with RMM tools to proactively address performance and security issues What You’ll Bring: • 3+ years of experience in a Managed Services Provider environment. • Strong Microsoft 365 administration skills, including migrations and tenant management. • Proficiency with Windows 10/11 and Windows Server environments (2016–2022). • Solid knowledge of AD, DNS, DHCP, Group Policy, and core networking. • Hands-on experience with firewall, switch, and wireless configurations. • Familiarity with Azure AD/Entra ID and Intune endpoint management in hybrid setups. • Experience using RMM and PSA tools (Kaseya, Datto, ConnectWise, Autotask, or similar) Why You’ll Love It Here: • Competitive salary: $65K–$75K + monthly bonus. • Health, dental, and vision insurance. • Flexible work environment with hybrid WFH after 90 days. • Mileage reimbursement for client visits. • Supportive, people-first culture with training and advancement opportunities. • Be part of a team that values collaboration, growth, and long-term success.

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