Exchange & Copilot Operations Support Engineer

CVS Health

Operations Support Engineer ensuring reliability and performance of Microsoft Exchange and M365 services. Supporting daily operations, troubleshooting, and user enablement in hybrid messaging and Copilot integrations.

Posted 6/19/2026full-timeRemote • Illinois • 🇺🇸 United StatesMid-LevelSenior💰 $79,310 - $158,620 per yearWebsite

Tech Stack

Tools & technologies

AWSCloud

About the role

Key responsibilities & impact

Provide Tier 2/3 operational support for Exchange Online and hybrid Exchange environments
Troubleshoot mailbox, transport, connectivity, authentication, permissions, and client-side issues
Execute PowerShell-driven workflows for bulk operations, mailbox automation, user lifecycle tasks, migrations, and configuration changes
Monitor service health, message hygiene, queue status, and Exchange Online Protection (EOP) behaviors
Support mailbox migrations (tenant-to-tenant, on-prem to cloud, and cross-platform migrations such as G-Suite/AWS)
Support deployment, configuration, and enablement of Microsoft 365 Copilot, including license validation, feature governance, and readiness tasks
Assist end users and stakeholders in the effective use of Copilot within Teams, Outlook, Word, Excel, Edge, and SharePoint
Troubleshoot issues related to permissions, data access policies, connectors, and Microsoft Graph data dependencies
Support rollout of federated Copilot connectors, ensuring proper governance and visibility controls (MCP-based connectors, admin settings, etc.)
Partner with engineering and product teams to operationalize new Copilot features and AI governance guidelines
Build and maintain operational PowerShell scripts and workflow automations
Participate in development and refinement of automated solutions leveraging Power Platform, SharePoint, and Teams
Identify opportunities to streamline support processes, reduce toil, and enhance user experience
Own complex incident investigations and root-cause analysis for messaging- and AI-related service disruptions
Provide guidance to Service Desk and Tier 1 teams to reduce escalations
Document runbooks, knowledge articles, troubleshooting steps, and operational standards
Work cross-functionally with Security, Identity, Cloud Engineering, and Collaboration teams
Partner with business units to understand Copilot use cases and support adoption initiatives
Communicate effectively with both technical and non-technical audiences

Requirements

What you’ll need

3–5 years supporting Microsoft Exchange Online and M365 services in an enterprise environment
Proficiency with PowerShell, including scripting for automation and bulk operations
Demonstrated experience with Microsoft 365 administration (Teams, OneDrive, SharePoint, Entra ID)
Strong troubleshooting skills for mail flow, authentication, permissions, and client issues
Experience supporting or deploying Microsoft 365 Copilot or analogous AI/automation systems
Bachelor's degree preferred/specialized training/relevant professional qualification

Benefits

Comp & perks

medical, dental, and vision coverage
paid time off
retirement savings options
wellness programs
other resources, based on eligibility

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

PowerShellMicrosoft Exchange OnlineMicrosoft 365 administrationmailbox migrationstroubleshootingautomationAI governanceworkflow automationroot-cause analysismessage hygiene

Soft Skills

communicationproblem-solvingcollaborationguidanceuser experience enhancementcross-functional teamworkstakeholder engagementincident investigationprocess improvementtechnical support

Certifications

Bachelor's degreespecialized trainingrelevant professional qualification