Senior M365 Engineer - Afternoon to Evening Shift - Remote

Overview

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, OneDrive, 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.

In Short

• 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

Requirements

• 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 ServiceNow (SNOW) queue in accordance with established SLA response and resolution requirements
• Serve as senior escalation point for complex issues across Exchange Online, OneDrive, 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 PowerShell 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 (PowerApps/InfoPath), including Teams-connected collaboration structures
• Resolve OneDrive 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, OneDrive, and SharePoint for investigative and compliance purposes
• Support Entra ID 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-demand workloads

Benefits

• CFT offers a full benefits package
• A collaborative work environment
• A strong company culture
• Veterans and military spouses are encouraged to apply