SYSTEMS ENGINEER

About WIN At WIN, we believe everyone deserves expert, compassionate support through every stage of family life.

From preconception and fertility to pregnancy, parenting, menopause, caregiving, and beyond, were transforming how people access care during lifes most meaningful moments.

For nearly 30 years, weve partnered with employers, health plans, and providers to improve outcomes, lower healthcare costs, and support more than 900,000 families around the world.

We're investing in our products, our people, and the future of well-beingand we're looking for teammates who are excited to help shape what's next.

The Opportunity WIN is seeking a Systems Engineer to work alongside the Manager of IT Infrastructure and support the day-to-day operation, reliability, and security of the companys hybrid infrastructure.

This role helps maintain the systems and technologies that employees rely on to work effectively and that WIN relies on to protect company and patient information.

The Systems Engineer will support on-premises and cloud environments, business continuity and disaster recovery capabilities, endpoint and server security, backups, and escalated technical issues.

Occasional after-hours and weekend work is expected for scheduled maintenance, upgrades, project deadlines, system outages, and critical updates.

What Youll Accomplish Ensure the functionality, availability, and performance of WINs hybrid IT infrastructure.

o Administer and maintain VMware 8.0 Enterprise, Dell servers, storage, switches, Palo Alto firewalls, and the zero-trust network environment.

o Manage certificates for internet-facing websites, servers, and appliances.

o Administer Active Directory, DHCP, DNS, Group Policy, Azure, and Entra ID.

o Support the Microsoft technology ecosystem, including Microsoft 365, OneDrive, SharePoint, and Intune.

o Maintain WINs Mimecast email security appliance and Omnissa Horizon VDI environment, including configuration and deployment.

o Support encryption for files, disks, email, and devices to help protect company and patient information in accordance with HIPAA requirements.

Administer endpoint security, patch management, server software, and operating system deployments.

Maintain connectivity to WINs primary data center and co-location environment in support of business continuity, disaster recovery, and incident response.

Maintain WINs on-premises and cloud backup environments.

Serve as an escalation point for complex IT Help Desk technical issues.

Research technical issues and products, recommend practical solutions, and communicate clearly with technical and nontechnical partners.

What Success Looks Like Success in this role means WINs infrastructure is reliable, secure, and well maintained; scheduled upgrades and maintenance are completed with minimal disruption; backups and business continuity systems are dependable; critical issues are addressed accurately and promptly; and technical solutions support the companys operational needs.

Who...