Cloud Systems Administrator

What You Will Be Doing

You will be responsible for administering and supporting a hybrid Microsoft collaboration environment, including Microsoft 365, Exchange (Online and hybrid), Microsoft Entra (Azure AD), and Microsoft Teams. As part of a team that builds and operates Penske’s enterprise collaboration and identity services, you will support the implementation, operation, and continuous improvement of secure, scalable messaging and collaboration platforms.

In this role, you will provide technical and operational support to IT teams, contribute to system documentation and implementation efforts, and assist with business continuity and disaster recovery readiness for Microsoft 365 services. You will collaborate with platform, network, and security teams to deliver reliable operations across identity, email, and collaboration services.

Location

Corporate headquarters in Reading, PA or Tampa, FL.

Penske Responsibilities

• Administer and support Microsoft 365 services in a hybrid environment (Exchange Online/Hybrid, Microsoft Entra , Teams, and third-party SaaS), including service health monitoring and response to incidents, advisories, and tenant changes.
• Collaborate with stakeholders (Service desk, Security, Networking, and Application teams) to implement Microsoft 365 solutions and continuously improve service performance and user experience.
• Provide operational support and troubleshooting for production Microsoft 365 services, including mail flow, client connectivity, Teams issues, and identity/authentication incidents.
• Manage Exchange Online and Exchange hybrid configuration, including connectors, transport rules, accepted domains, certificates, patching, and hybrid mail flow.
• Administer Microsoft Entra , including user lifecycle management, group and role‑based access control, Conditional Access support, MFA troubleshooting, and integration with enterprise applications.
• Maintain availability and resilience by supporting backup/restore strategies where applicable, hybrid dependencies, and documented Disaster Recovery procedures for critical collaboration services.
• Coordinate changes and deployments with other IT teams and vendors, ensuring appropriate testing, communication, and post‑change validation.
• Create and maintain operational documentation, knowledge articles, and technical diagrams/standards for M365, Exchange hybrid, Entra , and Teams.
• Support identity and access integrations for enterprise SaaS applications (e.g., Proofpoint), including directory synchronization, SSO/federation troubleshooting (SAML/OAuth), application registrations, and certificate and secret lifecycle management, in coordination with vendors and application owners.
• Support remediation and recovery activities including rollbacks, service restoration, and root‑cause analysis, and assist in driving corrective actions to prevent recurrence.
• Other projects and tasks as assigned.

Penske Qualifications

• Associate’s degree: in Information Technology, Computer Engineering, or a related field preferred, or equivalent experience, including a minimum of 2 years of system engineering and IT support experience.
• 1+ year: of hands‑on experience administering Microsoft 365 services preferred, including Exchange Online, Microsoft Entra , and Microsoft Teams, with a focus on troubleshooting and operational support.
• Experience: with Exchange hybrid environments preferred, including mail flow, connectors, certificates, Autodiscover, and directory synchronization dependencies.
• Working knowledge: of identity and access management concepts, including authentication, authorization, MFA, and Conditional Access, with the ability to troubleshoot sign‑in and access issues.
• Experience: with automation and administration using Power Shell preferred, including Exchange Online, Microsoft Graph, and Microsoft Teams.
• Understanding of enterprise networking fundamentals (DNS, TCP/IP, proxies, and firewalls) as they relate to Microsoft 365 connectivity and service reliability.

Physical Requirements

The physical and mental demands described here are representative of those that must be met by an associate to successfully perform the essential functions of this job.