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 FedPoint 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 Build, Secure, and Evolve Mission-Critical Infrastructure 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. What You'll Do As a Senior System Engineer, you will: Lead Enterprise Infrastructure Operations 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. Drive Cloud Adoption and Modernization 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. Strengthen Monitoring, Performance, and Reliability 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. Improve Documentation and Operational Readiness 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. Support Security and Compliance 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. Partner Across IT Teams 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. What We're Looking For Required Qualifications 10+ years of experience supporting enterprise infrastructure in a 24x7 environment. Extensive experience administering VMware environments, blade systems, and SAN technologies. Strong knowledge of Microsoft Windows Server administration and patch management. Experience supporting Microsoft 365, Office 365, Azure, and AWS environments. Experience managing virtual desktop infrastructure and enterprise monitoring platforms. Knowledge of data center operations, infrastructure management, and disaster recovery practices. Experience with configuration management and change control processes. Strong troubleshooting skills across server, storage, virtualization, and cloud technologies. Proficiency with scripting and automation tools such as PowerShell, Bash, or Python. Preferred Qualifications Bachelor's degree in Information Technology, Computer Science, Engineering, or a related technical field. Military experience in a technology-focused discipline. AWS Certified Cloud Practitioner or higher certification. Experience designing and supporting highly available environments serving 300-1,000 users. Technical Environment You’ll have the opportunity to work with technologies including: VMware Infrastructure Storage Area Networks (SAN) Microsoft Windows Server Microsoft 365 / Office 365 Amazon Web Services (AWS) Active Directory Exchange SharePoint Online SQL Server SentinelOne Windows 10/11 Enterprise What Makes You Successful We’re looking for someone who: Excels in fast-paced, mission-critical environments. Stays current with emerging technologies and industry best practices. Approaches complex problems with confidence, urgency, and discipline. Communicates effectively with technical and non-technical stakeholders. Thrives when balancing multiple priorities and projects. Takes ownership and works independently with minimal supervision. Values collaboration and continuous learning. Why Join Us? This is an opportunity to make a meaningful impact on the infrastructure that powers critical business operations. You’ll work alongside talented professionals, contribute to cloud transformation initiatives, and help shape the future of a modern enterprise technology environment. If you’re passionate about infrastructure engineering, cloud technologies, operational excellence, and continuous improvement, we’d love to hear from you. Apply today and help build the resilient, secure, and scalable technology foundation that drives our organization forward. At FedPoint , our mission is to create and deliver world‑class benefits experiences for our customers, clients, and business partners. We offer a dynamic work environment where innovation and collaboration are encouraged. You’ll have the opportunity to make a significant impact while honing your skills and advancing your career. In addition to working for a company with great people and an excellent reputation, what’s in it for you? Generous 401k plan : 100% match of employee's contribution, up to a maximum of 6% salary, vests immediately. Bons Opportunity: Qualifying employees can earn up to 7% of their salary, based on company performance. Lots of paid time off: 3 weeks vacation, 7 sick days, 3 personal days, and 12 paid holidays! Competitive benefits include health, dental, vision, disability, life, legal, flexible spending account (FSA) and Health Savings Account (HSA) options. 6 weeks fully-paid parental leave Tuition reimbursement program to support career goals. Corporate giving and matching gifts program. Volunteer program: Paid time off to volunteer and company-organized volunteering opportunities. A wide variety of personal, professional, and career development programs. Comprehensive wellness program offering a variety of resources and activities to help support your well‑being in the following areas: career, financial, mental, emotional, physical, social and community. All offers of employment with FedPoint are conditional upon satisfactory completion of a pre-employment background check. #J-18808-Ljbffr