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Lead the delivery, administration, and continuous improvement of enterprise collaboration services — primarily SharePoint Online within Microsoft 365 — enabling employees to communicate, share information, and work effectively. This role serves as a senior operational and escalation resource for collaboration platforms, working closely cross-team to maintain service quality and resolve escalated issues.

• Administer and support day-to-day operations of SharePoint Online and OneDrive, plus related Microsoft 365 services including Exchange Online, Teams, and other collaboration tools
• Own SharePoint Online architecture and governance, including site provisioning standards, permissions models, information architecture, and site lifecycle management
• Monitor service health across M365 workloads, respond to alerts, and coordinate with Microsoft support on service incidents and degradations
• Manage user and group provisioning, licensing assignments, and access reviews within Entra ID (Azure Active Directory) in alignment with IT policy
• Serve as the escalation point for tier-2 and tier-3 collaboration service requests and incidents, ensuring timely resolution and clear communication with end users
• Maintain documentation for service configurations, operational runbooks, known issues, and standard procedures
• Support the onboarding and offboarding of users across M365 services, including mailbox provisioning, Teams membership, and SharePoint site access
• Lead the rollout of new SharePoint and M365 features and updates, coordinating testing and communicating changes to stakeholders
• Drive continuous improvement efforts by identifying recurring issues, service gaps, and opportunities for automation or process optimization
• Mentor junior administrators and helpdesk staff on SharePoint support practices and escalation handling
• Support Microsoft 365 Copilot enablement, including SharePoint content readiness, permissions hygiene, and oversharing controls

Technical Knowledge and Understanding: Expert knowledge of SharePoint Online and OneDrive for Business; working knowledge of the other Microsoft 365 core workloads: Exchange Online, Microsoft Teams, and the M365 Admin Center; Strong understanding of SharePoint permissions management, sharing and external access controls, and site governance; Solid understanding of Entra ID (Azure AD) concepts including user accounts, groups, conditional access policies, and licensing management; Understanding of ITSM principles and experience working within a ticketing system (e.g., ServiceNow, Jira Service Management); Strong proficiency with PowerShell scripting for M365 administration tasks (SharePoint Online Management Shell, PnP PowerShell, Exchange Online PowerShell, Microsoft Graph API); Understanding of email security fundamentals including SPF, DKIM, DMARC, and anti-spam/anti-phishing policy management; Familiarity with Microsoft 365 compliance and data governance concepts (retention policies, DLP, sensitivity labels), particularly as applied to SharePoint and OneDrive.

Requirements: Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over work authorization sponsorship now or in the future for this position. Bachelor Degee in Computer Science or Engineering or equivalent work experience. 5+ years of experience in an IT operations or systems administration role with direct responsibility for SharePoint Online in Microsoft 365 or Office 365 environments. Demonstrated experience supporting end users on collaboration platform issues and requests in an enterprise environment. Experience planning and executing SharePoint migrations (file shares, legacy SharePoint versions, or tenant-to-tenant). Experience working within Agile or Kanban-based team workflows, participating in sprint planning, stand-ups, or similar structured delivery cadences. Track record of maintaining accurate documentation and contributing to knowledge base articles or operational runbooks.

Preferred Qualifications: Microsoft 365 Certified: Administrator Expert (MS-102) or comparable Microsoft certification preferred. Experience with Microsoft Intune for device compliance monitoring or co-management scenarios. Exposure to Microsoft Purview or Power Platform tooling. Familiarity with identity governance practices and privileged access management concepts.

#LI-Hybrid - At Core Specialty, you will receive a competitive salary and opportunities for professional development and advancement.

• We offer medical, dental, vision, and life insurances; short and long-term disability; a Company-match of 100% of a 6% contribution 401(k) plan; an Employee Assistance Plan; Health Savings Account, Flexible Spending Account, Health Reimbursement Account, and a wellness program

Core Specialty offers a diversified range of property and casualty insurance products for small to mid-sized businesses. From underwriting offices spanning the U.S., the Company focuses on niche markets, local distribution, and superior underwriting knowledge, offering traditional as well as innovative insurance solutions to meet the needs of its customers and brokers. For further information about Core Specialty, please visit www.corespecialtyinsurance.com. In compliance with the Transparency in Coverage rule, issued in 2020 by US Departments of Health, Human Services, Labor and Treasury our health plan’s machine-readable files (MRFs) can be accessed via www.Cigna.com.