Sr. System Engineer

Position Summary

We are seeking a Senior Systems Engineer to help lead and evolve Market Basket’s enterprise Microsoft ecosystem. This strategic, hands-on role is responsible for the administration, modernization, and optimization of core Microsoft technologies, including Windows Server, Active Directory, Microsoft 365, Intune, and Azure.

As a senior member of the infrastructure team, you’ll serve as a subject matter expert, partnering with peers across infrastructure, application, IAM, and security teams to ensure our systems are secure, stable, and future-ready. You'll help shape Microsoft technology strategy, implement automation and best practices, and contribute to cross-domain projects that span endpoint management, cloud services, and identity lifecycle integration.

This role combines deep technical expertise, platform ownership, and a strong ability to drive operational maturity and strategic alignment across the Microsoft stack.

Key Responsibilities

·       Administer on-prem Microsoft infrastructure: Windows Server (VMware/Nutanix-based), Active Directory Domain Services, Group Policy, DNS, DHCP, AD Certificate Services, IIS/Web services, etc.

·       Own and manage Microsoft 365 services including Exchange Online, Teams, SharePoint, OneDrive, policies, licensing, and service health.

·       Co-manage Windows 11 endpoint lifecycle and compliance via Microsoft Intune, in collaboration with a third-party partner.

·       Maintain secure, consistent configurations across the Windows 11 fleet using modern tools and baselines.

·       Support and administer Azure services: identity, governance, policy, monitoring, and core IaaS (compute, networking, etc.).

·       Lead server patching and lifecycle automation using Azure Automation, Azure Update Manager, and scripting tools.

·       Develop and maintain scripts to automate tasks and enforce configuration standards.

·       Ensure robust monitoring, alerting, and reporting across Microsoft platforms to support system health and compliance.

·       Assist with Microsoft licensing oversight, cost tracking, and vendor collaboration.

·       Collaborate with IAM teams (Okta) to support identity lifecycle automation and seamless user experiences.

·       Contribute to platform strategy, standards, and modernization roadmap across Microsoft services.

·       Drive hardening and security efforts aligned to Microsoft Security Baselines and CIS benchmarks.

·       Serve as a senior escalation point for Microsoft-related infrastructure issues and initiatives.

·       Support application teams with Microsoft server–based infrastructure needs.

·       Participate in DR planning, HA design, and infrastructure resiliency initiatives.

·       Engage in cross-functional projects involving infrastructure, security, networking, and cloud.

Required Qualifications

·       Bachelor’s degree in Computer Science, Information Technology, or equivalent experience.

·       5+ years in a senior systems engineering or administration role focused on Microsoft platforms.

·       Deep expertise in Windows Server, Active Directory, Group Policy, and legacy-to-modern integration.

·       Enterprise AD experience, including multi-domain and identity provider integration.

·       Hands-on experience with Microsoft Intune for policy, compliance, and endpoint co-management.

·       Strong Microsoft 365 administration experience (Exchange, Teams, SharePoint, OneDrive, policy/configuration).

·       Working Azure administration knowledge (AZ-104 level or higher).

·       Proficiency with PowerShell and scripting for automation, config management, and reporting.

·       Experience contributing to platform roadmaps, modernization efforts, and technical standards.

·       Familiarity with monitoring and observability tools for platform health and compliance.

·       Experience working with IAM platforms (Okta or similar) for identity integration.

·       Vendor management experience, including service integration and alignment to enterprise standards.

·       Strong collaboration and communication skills across technical and business stakeholders.

Skills & Personal Attributes

·       Strategic and solution-oriented – Contributes to roadmap, modernization, and long-term platform direction.

·       Collaborative and team-focused – Works across infrastructure, security, IAM, and app teams to deliver outcomes.

·       Proactive and accountable – Owns responsibilities, anticipates challenges, and drives improvements.

·       Clear communicator – Explains complex technical topics to technical and non-technical audiences.

·       Security-conscious – Embeds secure configurations and compliance into daily operations.

·       Adaptable and growth-minded – Stays current with Microsoft technologies and adopts new tools as needed.