Full-Time

AI Systems Engineer

Posted on 8/21/2026

WebMD

WebMD

1,001-5,000 employees

Online health information platform with tools

Compensation Overview

$120k - $145k/yr

+ Discretionary bonus

Newark, NJ, USA + 1 more

More locations: Yardley, PA, USA

Hybrid

Hybrid role; specific required in-office days are not stated.

Category
DevOps & Infrastructure (1)
Required Skills
LLM
PowerShell
Microsoft Azure
Atlassian
LDAP
Microsoft Intune
Computer Networking
Operating Systems
SOC 2
SAML
Hyper-V
Terraform
VMWare
Google Workspace
Splunk
HIPAA
OAuth
Google Cloud Platform

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Requirements
  • Experience across the complete infrastructure stack, including network, security, storage, hardware, and operating system 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, and with building disaster recovery environments and failover plans.
  • Proficiency with virtualization platforms such as VMware and 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 and configure systems consistently with institutional policies and procedures.
  • Experience administering Google Workspace, including user lifecycle management, organizational unit management, and GAM scripting.
  • Experience with Google Cloud Platform infrastructure and services.
  • Experience administering Microsoft Office 365, including licensing, Exchange Online, and compliance.
  • Experience with Microsoft Azure, including Entra ID, Conditional Access, Privileged Identity Management, and Azure resource management.
  • Familiarity with configuring applications with Azure single sign-on or Google single sign-on using SAML, OpenID Connect, and OAuth 2.0.
  • Hands-on experience deploying, configuring, and administering large language model platforms including Anthropic Claude and Google Gemini across enterprise environments.
  • Experience architecting and administering Model Context Protocol server infrastructure, including server deployment, tool registries, connector ecosystems, and integration with enterprise identity and access controls.
  • Ability to design and enforce AI connector governance policies covering scope management, permission auditing, credential lifecycle, and connector access reviews.
  • Experience performing AI platform security assessments covering permission scopes, data flows, output validation pipelines, prompt-injection defenses, and human-in-the-loop controls.
  • Familiarity with AI hardening principles, including model access controls, rate limiting, web application firewall integration, API gateway configuration, session controls, and kill-switch hierarchies.
  • Experience configuring and monitoring security information and event management detection rules for AI platform activity and anomaly detection.
  • Understanding of responsible AI deployment, including data residency requirements, privacy by design, audit logging, and regulatory alignment with HIPAA and GDPR as applicable.
  • Ability to evaluate new AI tools and platforms against enterprise security standards before production deployment.
  • Experience authoring AI systems documentation, including architecture diagrams, runbooks, security assessments, and governance policies.
  • Knowledge of applicable data privacy practices, laws, and regulations, including HIPAA, SOC 2, and GDPR fundamentals.
  • Experience with identity and access management tooling, including Entra ID, Active Directory, SAML/OpenID Connect federation, multi-factor authentication enforcement, and privileged access management.
  • Familiarity with network security concepts including firewall policy, VPN administration, web application firewall configuration, and zero-trust network access models.
  • Experience with endpoint management using Microsoft Intune or comparable mobile device management solutions.
  • Comfort with on-call schedules and timely responses to critical alerts.
Responsibilities
  • Provide technical support to corporate business units and support their applications across the enterprise.
  • Maintain the back-end IT infrastructure estate, including servers, storage, UPS, and Hyper-V environments.
  • Perform Windows Server upgrades, rebuilds, and operating system lifecycle management.
  • Manage and maintain security patches across server infrastructure on a defined cadence.
  • Migrate data across cloud, hybrid, and on-premises environments with documented rollback plans.
  • Administer and maintain Windows Server DNS, including zone health, record lifecycle, replication, and conditional forwarding configurations.
  • Build and maintain disaster recovery environments, runbooks, and failover/failback plans, and participate in disaster recovery testing exercises.
  • Author and maintain runbooks and technical documentation as environments evolve.
  • Learn and document the environments of current and future acquired companies to enable smooth integration.
  • Architect new IDF/MDF configurations and identify opportunities to scale back or synergize infrastructure across the portfolio.
  • Own the deployment, configuration, and ongoing administration of enterprise AI platforms, including Anthropic Claude and Google Gemini, and manage platform accounts, access policies, and usage governance.
  • Architect and manage enterprise Model Context Protocol server infrastructure, including server instances, tool and connector registries, connector lifecycle, and data-flow and permission policies.
  • Integrate AI platforms and Model Context Protocol servers with enterprise identity and access management controls, including Entra ID/Azure AD single sign-on, Conditional Access, and multi-factor authentication.
  • Conduct periodic AI connector and platform security assessments, document findings, and drive remediation.
  • Implement and maintain AI hardening controls, including API gateway rate limiting, web application firewall rules, session management, kill-switch procedures, and anomaly monitoring through security information and event management.
  • Partner with business units to evaluate new AI tools and vendor platforms, perform pre-deployment security reviews, and produce architecture documentation before production rollout.
  • Maintain comprehensive documentation for all AI systems, including architecture diagrams, security assessment reports, connector governance policies, and operational runbooks.
  • Stay current with enterprise AI platforms, Model Context Protocol ecosystem tooling, and AI security best practices, and translate emerging capabilities into actionable infrastructure improvements.
  • Collaborate with legal, compliance, and security teams to ensure AI platform usage aligns with HIPAA, data privacy obligations, and organizational policy.
  • Work cross-functionally to coordinate large-scale infrastructure efforts, migrations, and AI platform rollouts.
  • Represent IT infrastructure and AI operations as a subject-matter expert in cross-team planning and architecture discussions.
  • Communicate project status, risks, and decisions to technical and non-technical stakeholders.
Desired Qualifications
  • Certifications in VMware, Hyper-V, MCSE, MCSA, or AWS/Azure Solutions Architect.
  • Certifications or coursework in AI/ML platforms, prompt engineering, or responsible AI.
  • Experience with infrastructure-as-code tooling such as Terraform or Bicep.
  • Familiarity with security information and event management platforms such as Microsoft Sentinel or Splunk.
  • Experience with acquisition IT integration, including user provisioning, mailbox migrations, single sign-on federation, and directory consolidation.

WebMD provides online health information, tools, and support for people seeking health guidance. Its offerings include symptom checkers, a drug database, a doctor directory, medical news, and wellness resources for consumers and healthcare professionals. The platform works by presenting medically oriented content and interactive tools on a website, with revenue mainly from targeted advertising, sponsored content, and lead-generation partnerships with pharmaceutical companies and healthcare providers. WebMD distinguishes itself by delivering a broad, consumer-focused suite of health resources, including interactive tools and a doctor directory, built to serve the general public and professionals alike. Its goal is to be a trusted online destination for health information and related services, helping users understand conditions, compare options, and connect with care providers while monetizing through ads and sponsorships.

Company Size

1,001-5,000

Company Stage

Acquired

Total Funding

$289M

Headquarters

Newark, New Jersey

Founded

1996

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Simplify Jobs

Simplify's Take

What believers are saying

  • WebMD’s February 25, 2025 physician suicide report keeps Medscape visible with clinicians.
  • Internet Brands completed its WebMD tender in 2026, signaling continued KKR backing.
  • WebMD’s 2025 press center listed no new releases this year, preserving operating focus.

What critics are saying

  • Jancik v. WebMD certified a class in February 2025 over Meta pixel disclosures.
  • That VPPA case targets at least 550,213 subscriber emails, risking massive statutory damages.
  • If regulators and courts curtail tracking, WebMD’s advertising targeting advantage erodes quickly.

What makes WebMD unique

  • WebMD owns consumer health traffic and Medscape physician reach across distinct audiences.
  • Its drug database, symptom tools, and doctor directory create habitual, search-driven usage.
  • WebMD’s brand still anchors health information trust against generic publishers and AI answers.

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Benefits

Health Insurance

Paid Vacation

Paid Sick Leave

Paid Holidays

401(k) Retirement Plan

401(k) Company Match

Life Insurance

Disability Insurance

Commuter Benefits

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

9%
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