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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Senior IT Engineer - **Company:** Oscar Health, Inc. - **Location:** Los Angeles, CA, United States - **Experience:** Expert - **Salary:** $149,040.0 - $195,615.0 - **Contract:** Permanent contract - **Skills:** Application Programming Interfaces (APIs), Artificial Intelligence, Computing Platforms, Systems Engineering, Bash Shell, Middleware, Identity and Access Management, Python (Programming Language), Systems Architecture, Workflow Management Systems, Scripting, Okta, Zapier, Information Technology, Slack, Bots, Enterprise Integration, Casper Suite, Gsuite, Zendesk - **Published:** July 24, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=91606bda22d5d866 ## About the Role * 5+ years of IT engineering experience supporting large-scale enterprise environments. * 3+ years of experience in enterprise-level Zendesk Administration and architecture. * IAM Integration Expertise: Proven experience creating integrations within Zendesk for Identity and Access Management (IAM) tools such as Okta, IIQ, or homegrown solutions. * Technical Scripting: Ability to write scripts in Python or BASH for customized reporting, API interactions, and advanced workflows. * Project Leadership: Demonstrated ability to lead discovery sessions and act as a consultant for internal stakeholders. Bonus points: * Automation Certifications: Workato Certifications or proficiency in no-code solutions like Okta Workflows. * Zendesk Expertise: Zendesk App Developer Certification. * Technical Certifications: JAMF 300/400 or Apple Certified Support Professional. * Asset Management: Experience integrating Zendesk with ETM platforms like Oomnitza. ## Description As a Senior IT Engineer, you will be the primary technical point of contact for the entire organization as new teams transition into Zendesk. You will bridge the gap between complex infrastructure-including Okta, JAMF, and Google Workspace-and seamless service delivery. You will lead the end-to-end onboarding lifecycle, transforming support infrastructure into a hyper-efficient, self-service ecosystem that scales through sophisticated automation and maintains strict healthcare data security standards. Work Location: This position is based in our Los Angeles, CA office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required in-office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI-Hybrid Pay Transparency: The base pay for this role is: $149,040.00 - $195,615.00 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program company equity grants and annual performance bonuses. Responsibilities: * Strategic Discovery & Consulting: Lead cross-functional discovery sessions with incoming teams to define technical requirements and translate business needs into actionable project plans. * Platform Architecture: Manage and architect the full Zendesk stack (Support, Guide, Explore, Talk) for a multi-brand environment, optimizing AI-driven Answer Bots and self-service tools. * Lifecycle Workflow Orchestration: Design automated Joiner/Mover/Leaver (JML) workflows and hardware/software provisioning triggers, integrating Zendesk with Oomnitza or similar ETM platforms. * Advanced Automation: Design and deploy complex workflows using Zendesk triggers, automations, and third-party middleware to eliminate manual overhead. * Integration Development: Build and maintain bi-directional integrations between Zendesk and core enterprise tools including Slack, Okta, and Google Workspace. * Security & Compliance: Enforce platform security policies to ensure compliance with HIPAA, SOC2, and SOX regulations. * Technical Escalation & Mentorship: Serve as the senior-most escalation point for complex configuration, Liquid markup, or API issues. * Documentation: Maintain a comprehensive library of technical documentation for custom automations and system architecture. ## Related Videos - [Let developers develop again](https://www.wearedevelopers.com/videos/463-let-developers-develop-again) - [Command the Bots: Mastering robots.txt for Generative AI and Search Marketing](https://www.wearedevelopers.com/videos/1165-command-the-bots-mastering-robots-txt-for-generative-ai-and-search-marketing) - [Stack Overflow: Community and AI](https://www.wearedevelopers.com/videos/600-stack-overflow-community-and-ai) - [Design as an algorithm, not as a feature](https://www.wearedevelopers.com/videos/471-design-as-an-algorithm-not-as-a-feature) - [Cloud as the new mainframe: why the cloud hype does not reflect the dev reality](https://www.wearedevelopers.com/videos/797-cloud-as-the-new-mainframe-why-the-cloud-hype-does-not-reflect-the-dev-reality) - [Our GitOps approach for deploying an Identity Provider and an API Gateway in a SaaS company](https://www.wearedevelopers.com/videos/776-our-gitops-approach-for-deploying-an-identity-provider-and-an-api-gateway-in-a-saas-company) ## Related Articles - [Highest Paying Tech Companies for Developers](https://www.wearedevelopers.com/magazine/220-highest-paying-tech-companies-for-developers) - [The Best X (Twitter) Accounts for Developers](https://www.wearedevelopers.com/magazine/294-the-best-x-twitter-accounts-for-developers) - [Why Upskilling And Reskilling is Important For Developers](https://www.wearedevelopers.com/magazine/428-why-upskilling-and-reskilling-is-important-for-developers) - [Is Software Engineering Over-Saturated?](https://www.wearedevelopers.com/magazine/418-is-software-engineering-over-saturated) - [Dev Digest 120 - Apple and peers](https://www.wearedevelopers.com/magazine/455-dev-digest-120-apple-and-peers) - [The Most Popular IT Jobs on the Market](https://www.wearedevelopers.com/magazine/376-the-most-popular-it-jobs-on-the-market)