Senior System Administration

WebMD, LLC.; United States; Remote; USD 110,000 - 140,000; Full time

Job summary

WebMD, LLC. is seeking a Senior Systems Administrator to manage the complete infrastructure stack across on-premises and cloud environments.

You will lead Windows Server administration, automate with PowerShell, and ensure DNS/DHCP, backup, and virtualization platforms are robust and up to date. The role requires proactive patch management, DR planning, and strong documentation, with on-call readiness for critical alerts.

Qualifications

• Experience across the complete infrastructure stack: network, security, storage, hardware, and OS layers
• Expertise with Windows Server administration, configuration, upgrades, and lifecycle management
• Deep expertise in PowerShell scripting for automation, provisioning, reporting, and systems management
• Expertise in DNS and DHCP administration, including Windows Server DNS roles, zone management, conditional forwarding, split-brain DNS, and DNSSEC
• Experience with enterprise backup tools including NetApp; building DR environments and failover plans
• Proficiency with virtualization platforms: VMware and/or Hyper-V
• Experience managing and maintaining security patches across server and application estates
• Experience migrating data across cloud, hybrid, and on-premises environments
• Ability to plan, organize, and document complex system maintenance activities; configure systems consistent with institutional policies and procedures
• Comfortable with on-call schedules and response to critical alerts in a timely manner

Skills

Infrastructure stack

Windows Server admin

PowerShell scripting

DNS administration

NetApp backups

VMware/Hyper-V

Security patch mgmt

Data migration to cloud

Documentation & planning

On-call responsiveness

Tools

VMware

Hyper-V

NetApp backups

Airtable

Atlassian tools

Job description

Role:

Senior Systems Administration

Working Hours:

3 PM to 12 AM

Position Requirement:

Infrastructure & Systems Administration

• Experience across the complete infrastructure stack: network, security, storage, hardware, and OS layers


• Expertise with Windows Server administration, configuration, upgrades, and lifecycle management


• Deep expertise in PowerShell scripting for automation, provisioning, reporting, and systems management


• Expertise in DNS and DHCP administration, including Windows Server DNS roles, zone management, conditional forwarding, split-brain DNS, and DNSSEC


• Experience with enterprise backup tools including NetApp; building DR environments and failover plans


• Proficiency with virtualization platforms: VMware and/or Hyper-V


• Experience managing and maintaining security patches across server and application estates


• Experience migrating data across cloud, hybrid, and on-premises environments


• Ability to plan, organize, and document complex system maintenance activities; configure systems consistent with institutional policies and procedures


• Comfortable with on-call schedules and response to critical alerts in a timely manner

Cloud & Productivity Platforms

• Experience with Google Workspace administration (user lifecycle, OU management, GAM scripting)


• Experience with Google Cloud Platform (GCP) infrastructure and services


• Experience with Microsoft Office 365 administration including licensing, Exchange Online, and compliance


• Experience with Microsoft Azure including Entra ID (formerly Azure AD), Conditional Access, PIM, and Azure resource management


• Familiarity with setting up and configuring applications with Azure SSO or Google SSO (SAML, OIDC, OAuth 2.0)

AI Systems Engineering & Operations

• Hands‑on experience deploying, configuring, and administering large language model (LLM) platforms including Anthropic Claude (claude.ai, Claude API, Claude Code) and Google Gemini across enterprise environments


• Experience architecting and administering MCP (Model Context Protocol) server infrastructure: deploying MCP server instances, configuring tool registries, managing connector ecosystems (Airtable, Atlassian, Google Drive, Gmail, and others), and integrating MCP servers with enterprise identity and access controls

Security & Compliance

• Knowledge of applicable data privacy practices, laws, and regulations (HIPAA, SOC 2, GDPR fundamentals)


• Experience with identity and access management (IAM) tooling: Entra ID, Active Directory, SAML/OIDC federation, MFA enforcement, and privileged access management


• Familiarity with network security concepts including firewall policy, VPN administration, WAF configuration, and zero-trust network access models


• Experience with endpoint management using Microsoft Intune or comparable MDM solutions