Level III Helpdesk / Jr. Systems Administrator

Description Cybertek MSSP is seeking a Level III Helpdesk / Jr. Systems Administrator to join our growing managed services team in New Albany, Indiana. In this role, you’ll be the boots-on-the-ground technical resource for a portfolio of client sites across the Louisville metro area — maintaining Microsoft-centric environments, supporting end users at remote locations, and delivering the proactive, high-quality service Cybertek clients depend on. CORE RESPONSIBILITIES Serve as the escalation point for Tier 1/2/3 helpdesk tickets across the client portfolio via PSA tooling Administer and support Windows and Microsoft 365 environments across multiple client tenants Travel to client sites to perform on-site support and end-user device troubleshooting Administer Microsoft 365 services: Exchange Online, SharePoint, Teams, and OneDrive Support hardware and software configurations and deployments Assist with client onboarding, migrations, and infrastructure assessments Maintain accurate client documentation in IT Glue or equivalent platform Participate in on-call rotation for after-hours critical incident response Contribute to automation using PowerShell for routine admin tasks and reporting Requirements 2–4 years of helpdesk or MSP support experience, with Tier 2/3 escalation ownership Strong proficiency with Windows Server and Windows 10/11 administration Experience with Microsoft 365 admin center and core M365 services Working knowledge of Azure AD / Entra ID and hybrid identity Active Directory: users, OUs, GPOs, DNS, DHCP PowerShell scripting for automation and bulk tasks Valid driver’s license and reliable transportation for client site visits Strong communication skills — comfortable working with end users of all technical levels Preferred Microsoft certifications: MS-102, AZ-104, MD-102, or equivalent Experience with RMM platforms Familiarity with PSA tools Microsoft Intune / endpoint management experience Exposure to BCDR solutions: Datto, Acronis, or Veeam Networking fundamentals: VLANs, VPNs, firewall administration CompTIA A+, Network+, Security+, or equivalent COMPENSATION & BENEFITS $40,100 – $54,700 / year (DOE · Indiana market rate) Benefits Medical, dental, and vision coverage 401(k) with company match PTO + paid holidays Annual certification reimbursement (Microsoft, CompTIA, etc.) Mileage reimbursement for field work, Work Environment Home base: New Albany, IN, office with regular client site visits Primary service area: Louisville metro and Southern Indiana Close-knit MSP team with direct access to senior engineers Fast-paced, varied work — no two client days are the same ABOUT CYBERTEK MSSP Cybertek MSSP is a managed security and IT services provider based in New Albany, Indiana, serving businesses across the Louisville metro region. We deliver enterprise-grade IT management, cybersecurity, and cloud services to clients who depend on us to keep their operations running. Our team is hands-on, technically sharp, and committed to doing right by every client we serve. EQUAL OPPORTUNITY STATEMENT Cybertek MSSP is an equal opportunity employer. We consider all qualified applicants without regard to race, color, religion, sex, national origin, disability, veteran status, or any other protected characteristic. We are committed to building a diverse and inclusive team. #J-18808-Ljbffr