Senior M365 Engineer - Afternoon to Evening Shift

Senior M365 Engineer - Afternoon to Evening Shift
Fully Remote

Client First Technologies currently is seeking a Senior M365 Support Engineer to provide advanced Tier 3 engineering, operational, and escalation support for the Department of Veterans Affairs Microsoft 365 enterprise environment operating in a hybrid architecture with on‑premises Active Directory authoritative control. This role delivers 24x7x365 end‑to‑end support across Exchange Online, One Drive, SharePoint Online, Teams, and ancillary Microsoft 365 applications.

The position sustains high‑volume ticket resolution (4,000–6,000 tickets per month across workloads), leads complex troubleshooting and encryption remediation efforts, supports Microsoft Purview/eDiscovery operations, and enables proactive monitoring and automation to maintain service reliability and security across the VA enterprise.

• This is a full‑time, remote position, with 40 hours expected per week
• Candidates must be available to work 8‑to‑10‑hour shifts, though primary shift hours will be 3pm – 11pm ET
• Weekend shifts may be required
• Weekly schedules may vary to ensure 24x7x365 coverage

• Provide advanced Tier 3 engineering and 24x7x365 operational support for VA’s hybrid Microsoft 365 environment (on‑prem Active Directory authoritative), ensuring compliance with Federal regulations and directives
• Monitor, manage, and resolve escalated incidents and service requests within the Tier 3 Service Now (SNOW) queue in accordance with established SLA response and resolution requirements
• Serve as senior escalation point for complex issues across Exchange Online, One Drive, SharePoint Online, Microsoft Teams, Purview/eDiscovery, and Microsoft 365 G5 applications
• Perform Active Directory intra/inter‑domain moves; provision and manage mailboxes, shared mailboxes, distribution groups, Microsoft 365 groups, and licensing assignments in a hybrid identity environment
• Execute bulk administrative actions and configuration changes using Power Shell and approved automation methods
• Monitor and remediate alerts across on‑premises and cloud‑based messaging and collaboration infrastructure; conduct root cause analysis and implement corrective actions to prevent recurrence
• Troubleshoot advanced messaging and encryption issues including Azure Information Protection (AIP), Rights Management Services (RMS), Public Key Infrastructure (PKI), and S/MIME signing/encryption within Outlook and Exchange environments
• Configure, administer, and troubleshoot SharePoint Online site collections, permissions, lists, libraries, templates, workflows (SharePoint Designer and Power Automate), and integrated forms (Power Apps/Info Path), including Teams‑connected collaboration structures
• Resolve One Drive sync, sharing, sign‑in, ownership, and data recovery issues while enforcing secure sharing configurations
• Administer Microsoft Teams environments, embedded applications, and user lifecycle configuration
• Support Microsoft Purview eDiscovery activities including case creation, legal holds, content searches, encrypted content decryption, defensible exports (EDRM format), and chain‑of‑custody documentation
• Restore lost or deleted mailbox items and coordinate secure collection of data from Exchange Online, One Drive, and SharePoint for investigative and compliance purposes
• Support Entra  B2B authentication and collaboration integrations, including troubleshooting and secure configuration
• Develop and maintain Standard Operating Procedures (SOPs) and operational documentation in support of SLA‑driven enterprise service delivery
• Identify and implement automation and process improvements to reduce recurring ticket volume and improve service reliability across high‑demands workloads

• Bachelor’s degree in Information Technology, or a related field (or equivalent professional experience)
• Minimum eight (8) years of IT experience, with a minimum of seven (7) years supporting enterprise Microsoft 365 environments
• Demonstrated experience providing Tier 3 engineering support in hybrid Microsoft 365 environments with on‑prem AD authoritative configuration
• Advanced troubleshooting experience in Exchange…