Senior Systems Engineer

Our goal at FedPoint is to foster an engaging environment for our employees that promotes career growth and supports a work-life balance. From professional development to wellness programs to volunteer opportunities, we have created a culture that puts our employees on a positive pathway to success.

About Fed Point FedPoint creates and operates digital benefits marketplaces that make it easy for our millions of federal and military customers to understand, select, and use their benefits. A subsidiary of John Hancock Life & Health Insurance Company, FedPoint was founded in 2002 and is headquartered in Portsmouth, NH.

Our mission Create and deliver world-class benefits experiences for our customers, clients, and business partners.

Department: Infrastructure & IT Management
Reports To: Manager, IT Infrastructure
Location: Portsmouth, NH Hybrid, 2 days per week on site

Are you an experienced systems engineer who thrives in complex, high-availability environments? Do you enjoy solving infrastructure challenges, driving modernization initiatives, and ensuring enterprise systems remain secure, scalable, and resilient?

We are seeking a Senior System Engineer to play a key role in managing and advancing our virtual, cloud, and data center infrastructure. This position is responsible for maintaining critical systems that support business operations 24/7/365 while helping lead cloud migration efforts and infrastructure modernization initiatives.
This Senior Systems Engineer will have a strong focus on Entra/M365 and should have experience in conditional access, CIS/SCuBA compliance, Intune, hybrid join.

If you have deep expertise in VMware, Windows Server, Office 365, Azure, AWS, storage technologies, and enterprise infrastructure operations, we invite you to join our team.

As a Senior System Engineer, you will:

• Manage and optimize a highly available virtual infrastructure environment.
• Administer VMware platforms, ESXi hosts, blade technologies, and SAN infrastructure.
• Ensure system redundancy, performance, scalability, and availability.
• Manage server lifecycle activities, including deployment, maintenance, patching, upgrades, and retirement.
• Administer and support Microsoft 365 and Office 365 environments.
• Maintain backup and recovery solutions across on-premises and cloud platforms.

• Support AWS cloud migration initiatives and infrastructure transformation projects.
• Assist with AWS Workspace deployments and cloud-based solutions.
• Partner with cloud engineers to implement and support cloud infrastructure strategies.
• Pursue AWS certification and expand cloud engineering capabilities.

• Develop and maintain monitoring and alerting solutions across infrastructure environments.
• Perform capacity planning for compute, storage, and virtual resources.
• Manage recurring security patching and configuration management activities.
• Maintain Microsoft System Center and related operational tools.
• Create performance and availability metrics to support operational excellence.

• Develop and maintain infrastructure documentation, standards, and operational runbooks.
• Support knowledge transfer and cross-training across engineering teams.
• Participate in change management and configuration control processes.

• Collaborate with Security Engineers to implement infrastructure security controls.
• Ensure systems comply with organizational policies, regulatory requirements, and HIPAA standards.
• Maintain security baselines across server, virtualization, storage, and cloud environments.

• Work closely with network engineers, cloud engineers, security professionals, and business stakeholders.
• Support infrastructure projects and strategic technology initiatives.
• Evaluate infrastructure solutions and provide recommendations for future investments.

• 10+ years of experience supporting enterprise infrastructure in a 24x7 environment.
• Ext…