Oscar Health Insurance Co

Senior IT Engineer

Oscar Health Insurance Co$149K — $195K *
Tempe, AZ 85281In-Person
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of IT engineering experience in large-scale enterprise environments.
  • 3+ years of experience in Zendesk administration and architecture at an enterprise level.
  • Expertise in integrating IAM tools like Okta into Zendesk.
  • Proficient in technical scripting using Python or BASH for APIs and workflows.
  • Strong project leadership skills, capable of consulting with internal stakeholders.

Responsibilities

  • Lead cross-functional discovery sessions to translate business needs into actionable plans.
  • Manage and architect the full Zendesk stack for a multi-brand environment.
  • Design automated workflows for onboarding and provisioning processes within the Zendesk ecosystem.
  • Develop and deploy complex automations to streamline operations and reduce manual labor.
  • Build bi-directional integrations with core enterprise tools like Slack and Google Workspace.
  • Enforce security policies to ensure compliance with HIPAA and other regulations.
  • Act as a senior escalation point for complex technical issues and mentor junior staff.
  • Maintain thorough documentation of technical processes and architecture.

Benefits

  • Medical, dental, and vision benefits
  • 11 paid holidays
  • Paid sick time
  • Paid parental leave
  • 401(k) plan participation
  • Life and disability insurance
  • Paid wellness time and reimbursements
Full Job Description
Hi, we're Oscar. We're hiring a Senior IT Engineer to join our Engineering Team.

About the role:

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 Tempe, AZ 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.

Requirements:
  • 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.


This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here.

Pay Transparency: Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

About Oscar Health Insurance Co

Oscar Health Insurance Co. is a technology-driven health insurance company founded in 2012 and headquartered in New York City. The company offers individual and family health insurance plans, as well as Medicare Advantage plans. Oscar Health Insurance Co. uses technology to simplify the health insurance experience for its customers, including a mobile app that allows customers to manage their health insurance policies and access telemedicine services. The company has raised over $1 billion in funding and is valued at over $5 billion.
Learn more about Oscar Health Insurance Co
Size
4,000 employees
Market Cap
$466 million
Industry
Founded
2012
NASDAQ

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