AI Systems Engineer

WebMD; Newark (NJ); Hybrid; USD 120,000 - 145,000; Full time

Benefits offered by this job

Health Insurance

401(k) Plan

Paid Time Off

Life Insurance

EAP

Commuter Benefits

Job summary

WebMD is seeking a highly skilled Infrastructure & AI Systems Engineer to manage the full enterprise IT stack, architect AI integrations, and ensure secure, well-governed deployments across Windows Server, cloud services, and enterprise identity controls.

The role blends traditional systems administration with hands-on AI engineering, emphasizing rigorous deployment, hardening, and integration with existing security controls. Applicants should excel in governance and incident response.

Qualifications

• Experience across the complete infrastructure stack: network, security, storage, hardware, and OS.
• Deep Windows Server administration, configuration, upgrades, and lifecycle management.
• Proficiency with PowerShell scripting for automation and reporting.
• Experience with DNS/DHCP administration including DNSSEC.
• Experience with enterprise backups including NetApp and DR planning.
• Hands-on virtualization with VMware and/or Hyper-V.
• Ability to plan, organize, and document complex maintenance activities.

Responsibilities

• Provide technical support to corporate business units and their applications.
• Maintain back-end IT infrastructure (servers, storage, UPS, Hyper-V).
• Perform Windows Server upgrades and lifecycle management.
• Migrate data across cloud, hybrid, and on-premises environments.
• Build and maintain DR environments and runbooks; participate in DR testing.
• Administer Windows Server DNS and zone configurations.
• Ambition to proactive on-call response to critical alerts.

Skills

Windows Server

PowerShell

DNS/DHCP

Backups

VMware/Hyper-V

On-call support

Cloud data migration

Documentation

Google Workspace

GCP

Office 365

Azure

SSO (SAML/OIDC)

LLM platforms

MCP server

Connector governance

AI security

AI hardening

SIEM

HIPAA/GDPR

IAM controls

AI documentation

Security governance

Tools

NetApp backups

Virtualization (VMWare/Hyper-V)

Terraform/Bicep

Scripting automation

Job description

WebMD is the most recognized and trusted brand of health information and the leading provider of health information services, serving consumers, physicians, healthcare professionals, employers and health plans through our public and private online portals and WebMD the Magazine. The WebMD Health Network includes WebMD, Medscape, MedicineNet, eMedicine, RxList, theheart.org and Medscape Education. Our consumer portals and mobile health applications provide engaging, relevant and credible health and wellness information, personalized health assessment tools and access to online communities. WebMD is an Equal Opportunity/Affirmative Action employer and does not discriminate on the basis of race, ancestry, color, religion, sex, gender, age, marital status, sexual orientation, gender identity, national origin, medical condition, disability, veterans status, or any other basis protected by law.

Position Overview

TheAI&SystemsEngineerisahybridinfrastructureandAIoperationsroleresponsibleformanaging thefullenterpriseITstackwhilealsoarchitecting,deploying,securing,andgoverningAIsystemsacross theorganization.ThisroleservesastheprimarytechnicalownerforAIplatformintegrations-including largelanguagemodels,MCPservers,andconnectorecosystems-alongsidetraditionalsystemsadministrationresponsibilitiescoveringWindowsServer,cloudplatforms,networkinfrastructure,andenterprise security.Theidealcandidatebridgesdeepinfrastructureexpertisewithhands-onAIengineering,ensuringAIsystemsaredeployedwith rigor, properlyhardened,andtightlyintegratedwithexistingenterpriseidentityandsecuritycontrols.

Position Requirements

Infrastructure & Systems Administration

• Experienceacrossthecompleteinfrastructurestack:network,security,storage,hardware,andOSlayer
• ExpertisewithWindowsServeradministration,configuration,upgrades,andlifecycle management
• DeepexpertiseinPowerShellscriptingforautomation,provisioning,reporting,andsystemsmanagement
• ExpertiseinDNSandDHCPadministration,includingWindowsServerDNSroles,zone management,conditionalforwarding,split-brainDNS,andDNSSEC
• ExperiencewithenterprisebackuptoolsincludingNetApp;buildingDRenvironmentsand failoverplans
• Proficiencywithvirtualizationplatforms:VMwareand/orHyper-V
• Experiencemanagingandmaintainingsecuritypatchesacrossserverandapplicationestates
• Experiencemigratingdataacrosscloud,hybrid,andon-premisesenvironments
• Abilitytoplan,organize,anddocumentcomplexsystemmaintenanceactivities;configure systemsconsistentwithinstitutionalpoliciesandprocedures
• Comfortablewithon-callschedulesandresponsetocriticalalertsinatimelymanner

Cloud & Productivity Platforms

• ExperiencewithGoogleWorkspace administration(userlifecycle,OUmanagement,GAMscripting)
• ExperiencewithGoogleCloudPlatform(GCP)infrastructureandservices
• ExperiencewithMicrosoftOffice 365administrationincludinglicensing,ExchangeOnline,andcompliance
• ExperiencewithMicrosoftAzureincludingEntraID(formerlyAzureAD),ConditionalAccess,PIM,andAzureresourcemanagement
• FamiliaritywithsettingupandconfiguringapplicationswithAzureSSOorGoogleSSO(SAML,OIDC,OAuth2.0)

AI Systems Engineering & Operations

• Hands-onexperiencedeploying,configuring,andadministeringlargelanguagemodel(LLM) platformsincludingAnthropicClaude(claude.ai,ClaudeAPI,ClaudeCode)andGoogleGemini acrossenterpriseenvironments
• ExperiencearchitectingandadministeringMCP(ModelContextProtocol)serverinfrastructure: deployingMCPserverinstances,configuringtoolregistries,managingconnectorecosystems (Airtable,Atlassian,GoogleDrive,Gmail,andothers),andintegratingMCPserverswith enterpriseidentityandaccesscontrols
• AbilitytodesignandenforceAIconnectorgovernancepolicies:scopemanagement,permission auditing,credentiallifecycle,andconnectoraccessreviews
• ExperienceperformingAIplatformsecurityassessmentscoveringpermissionscopes,dataresidency,outputvalidationpipelines,promptinjectiondefenses,andHITL(Human-in-the-Loop) controls
• FamiliaritywithAIhardeningprinciples:modelaccesscontrols,ratelimiting,WAFintegration,APIgatewayconfiguration,sessioncontrols,andkillswitchhierarchiesforAIsystems
• ExperienceconfiguringandmonitoringSIEMdetectionrulesforAIplatformactivityandanomaly detection
• UnderstandingofresponsibleAIddeploymentincludingdataresidencyrequirements, privacy-by-design,auditlogging,andregulatoryalignment(HIPAA,GDPRasapplicable)
• AbilitytoevaluatenewAItoolsandplatformsagainstenterprisesecuritystandardspriortoproductiondeployment
• ExperienceauthoringAIsystemsdocumentation:architecturediagrams,runbooks,securityassessments,andgovernancepolicies

Security & Compliance

• Knowledgeofapplicabledataprivacypractices,laws,andregulations(HIPAA,SOC2,GDPRfundamentals)
• Experiencewithidentityandaccessmanagement(IAM)tooling:EntraID,ActiveDirectory,SAML/OIDCfederation,MFAenforcement,andprivilegedaccessmanagement
• Familiaritywithnetworksecurityconceptsincludingfirewallpolicy,VPNadministration,WAFconfiguration,andzero-trustnetworkaccessmodels
• ExperiencewithendpointmanagementusingMicrosoftIntuneorcomparableMDMsolutions

Certifications & Nice-to-Have

• CertificationsinVMware,Hyper-V, MCSE,MCSA,orAWS/AzureSolutionsArchitectaredesirable
• CertificationsorcourseworkinAI/MLplatforms,promptengineering,orresponsibleAIareaplus
• Experiencewithinfrastructure-as-codetooling(Terraform,Bicep,orcomparable)is advantageous
• FamiliaritywithSIEMplatforms(MicrosoftSentinel,Splunk,orsimilar)forsecuritymonitoring
• ExperiencewithacquisitionITintegration:userprovisioning,mailboxmigrations,SSOfederation, anddirectoryconsolidation

Roles & Responsibilities

Infrastructure Operations

• Providetechnicalsupporttocorporatebusinessunitsandsupporttheirapplicationsacrossthe enterprise
• Maintaintheback-endITinfrastructureestateincludingservers,storage,UPS,andHyper-V environments
• PerformWindowsServerupgrades,rebuilds,andOSlifecyclemanagement
• Manageandmaintainsecuritypatchesacrossserverinfrastructureonadefinedcadence
• Migratedataacrosscloud,hybrid,andon-premisesenvironmentswithdocumentedrollback plans
• AdministerandmaintainWindowsServerDNSincludingzonehealth,recordlifecycle, replication,andconditionalforwardingconfigurations
• BuildandmaintainDRenvironments,runbooks,andfailover/failbackplans;participateinDR testingexercises
• WorkwithorwithoutformalSOPs;authorandmaintainrunbooksandtechnicaldocumentationasenvironmentsevolve
• Proactivelylearnanddocumentthenvironmentsofcurrentandfutureacquiredcompanies toenablesmoothintegration
• ServeastothoughtleaderandarchitectnewIDF/MDFconfigurations;identifyopportunitiestolowerbackorsynergizeinfrastructureacrosstheportfolio
• Becomfortablewithon-callschedulesandrespondtocriticalalertsintimelyandeffectivemanner

AI Systems Engineering & Governance

• Ownthedeployment,configuration,andongoingadministrationofenterpriseAIplatforms includingAnthropicClaude(claude.ai,ClaudeAPI,ClaudeCode)andGoogleGemini;manage platformaccounts,accesspolicies,andusagegovernance
• ArchitectandmanagetheenterpriseMCPserverinfrastructure:deployandmaintainMCPserver instances,configuretoolandconnectorregistries,manageconnectorlifecycle(onboarding, auditing,deprecation),andenforcedataflowandpermissionpoliciesacrossconnectors
• IntegrateAIplatformsandMCPserverswithenterpriseIAMcontrols(EntraID/AzureADSSO,ConditionalAccess, MFA) toensureAIsystemaccessisgovernedthroughstandardidentitypipelines
• ConductperiodicAIconnectorandplatformsecurityassessmentscoveringpermissionscopes,credentialexposure,dataresidency,outputvalidation,andpromptinjectionrisk;documentfindingsanddriveremediation
• ImplementandmaintainAIhardeningcontrols:APIgatewayratelimiting, WAFrulesforAIendpoints,sessionmanagement,killswitchprocedures,andanomalymonitoringviaSIEM
• PartnerwithbusinessunitstoevaluatenewAItoolsandvendorplatforms;perform pre-deploymentsecurityreviewsandproducearchitecturedocumentationbeforeproduction rollout
• MaintaincomprehensivedocumentationforallAI systems:architecturediagrams,securityassessmentreports,connectorgovernancepolicies,andoperationalrunbooks
• StaycurrentwithdevelopmentsinenterpriseAIplatforms,MCPecosystemtooling,andAIsecuritybestpractices;translateemergingcapabilitiesintoactionableinfrastructureimprovements
• Collaboratewithlegal,compliance,andsecurityteams toensureAIplatformusagealignswithHIPAA, dataprivacyobligations,andorganizationalpolicy

Collaboration & Stakeholder Engagement

• Establishstrongworkingrelationshipswithcorporatebusinessunits,theOperationsteam,ITleadership,anddirectmanager
• Workcross-functionallytocoordinatelarge-scaleinfrastructureefforts,migrations,andAIplatformrollouts
• RepresentITinfrastructureandAIoperationsasasubject-matterexpertincross-teamplanning andarchitecturediscussions
• Communicateprojectstatus,risks,anddecisionsclearlytobothtechnicalandnon-technical stakeholders

Salary range: $120,000 - $145,000

Bonus Eligible:This position is also eligible for a discretionary company bonus, based upon business results.

Benefits: Employees in this position are eligible to participate in the company sponsored benefit programs, including the following within the first 12 months of employment:

• Health Insurance (medical, dental, and vision coverage)
• Paid Time Off (including vacation, sick leave, and flexible holiday days)
• 401(k) Retirement Plan with employer matching
• Life and Disability Insurance
• Employee Assistance Program (EAP)
• Commuter and/or Transit Benefits (if applicable)

Eligibility for specific benefits may vary based on job classification, schedule (e.g., full-time vs. part-time), work location and length of employment.