Microsoft Systems Engineer in Andover

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Job DescriptionJob Description

Position Summary

We are seeking a Senior Systems Engineer to 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 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: , 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 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

• 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 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 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.

Why Join the Market Basket Technology Team?

• Lead meaningful work - This role gives you the chance to take ownership of key platforms and help guide how they evolve. You’ll shape standards, support the team, and make decisions that keep our systems reliable and moving forward.
• Make an impact across the business - The work you do supports our stores, our employees, and the customers who rely on us every day. You’ll have a hand in designing solutions that keep things running smoothly at scale.
• A company with long-term stability - Market Basket is a privately held, family-owned business with more than 100 years of steady growth. We focus on thoughtful decisions and long-lasting solutions.
• A team that values collaboration - You’ll work with a group that communicates openly and supports each other. We take pride in solving problems together and keeping our systems dependable.
• Broad technical exposure - You’ll collaborate across infrastructure, networking, cybersecurity, applications, and operations. It’s a chance to help align these areas and make sure our solutions are well-structured and practical.
• Local, on-site leadership - This is a full-time role in Andover, MA. You’ll work closely with the people and systems you support, which makes a real difference in how we operate.
• A trusted New England brand - Market Basket remains one of the top grocery chains in the region. As we invest in our technology, you’ll be part of shaping what comes next.

If you’re looking for a senior role where you can contribute to architecture, guide programs, and support a strong team, this is a place where your work will have clear, steady impact.

Company DescriptionDemoulas Super Markets, Inc. operating for over 100 years, is a leader in the grocery industry with 90+ retail stores and three distribution centers currently spanning Massachusetts, New Hampshire, Maine and Rhode Island. Operating under the Market Basket and MB Spirits banner, our team focuses on providing great customer service and quality products, at “More for Your Dollar” prices in the greater communities we serve.Company DescriptionDemoulas Super Markets, Inc. operating for over 100 years, is a leader in the grocery industry with 90+ retail stores and three distribution centers currently spanning Massachusetts, New Hampshire, Maine and Rhode Island. Operating under the Market Basket and MB Spirits banner, our team focuses on providing great customer service and quality products, at “More for Your Dollar” prices in the greater communities we serve.

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