Senior IT Engineer: Zendesk Automation & Security Architect

Oscar Health; Phoenix (AZ); Hybrid; USD 149,040 - 195,615; Full time

Benefits offered by this job

Unlimited vacation

Company equity

Annual bonus

Medical benefits

Dental benefits

Vision benefits

Paid holidays

401(k) plan

Job summary

Oscar Health is seeking a Senior IT Engineer in Tempe, AZ to serve as the primary technical contact for Zendesk transitions across the organization. You will architect the Zendesk stack, automate onboarding workflows, and ensure HIPAA/SOC2/SOX compliance while partnering with Okta, JAMF, and Google Workspace.

Responsibilities include leading cross-functional discovery, designing automation, and building integrations with Slack and other core tools.

Qualifications

• 5+ years of IT engineering experience in large-scale enterprise environments.
• 3+ years Zendesk Administration and architecture experience.
• Experience integrating Zendesk with IAM tools such as Okta, IIQ, or similar solutions.
• Ability to write scripts in Python or Bash for customized reporting, API interactions, and advanced workflows.
• Demonstrated ability to lead discovery sessions and act as a consultant for internal stakeholders.

Responsibilities

• Lead cross-functional discovery sessions to define technical requirements and translate business needs into actionable project plans.
• Architect the full Zendesk stack (Support, Guide, Explore, Talk) for a multi-brand environment, optimizing AI-driven Answer Bots and self-service tools.
• Design automated Joiner/Mover/Leaver (JML) workflows and provisioning triggers, integrating Zendesk with ETM platforms.
• Design and deploy complex workflows using Zendesk triggers, automations, and third-party middleware to eliminate manual overhead.
• Build and maintain bi-directional integrations between Zendesk and core enterprise tools including Slack, Okta, and Google Workspace.
• Enforce platform security policies to ensure HIPAA, SOC2, and SOX compliance.
• Serve as the senior-most escalation point for complex configuration, Liquid markup, or API issues.
• Maintain a comprehensive library of technical documentation for custom automations and system architecture.

Skills

IT engineering experience

Zendesk Administration

IAM integration

Python scripting

Bash scripting

Project leadership

Tools

Okta

JAMF

Google Workspace

Job description

Oscar Health is seeking a Senior IT Engineer in Tempe, AZ to serve as the primary technical contact for Zendesk transitions across the organization. You will architect the Zendesk stack, automate onboarding workflows, and ensure HIPAA/SOC2/SOX compliance while partnering with Okta, JAMF, and Google Workspace.

Responsibilities include leading cross-functional discovery, designing automation, and building integrations with Slack and other core tools.