Senior IT Engineer

Oscar Health

Confirmed live yesterday High trust
Hybrid

Quick summary

Work type
Hybrid
Location
New York, NY
Salary
$149,040–$195,615 / yr
Posted
51 days ago
Freshness
Confirmed live yesterday

Market check

Salary context

Competitive pay

How this pay compares to similar roles

Similar $159k
This role $172k
$110k most similar roles pay here $210k

This role pays more than 56% of similar roles. Most pay $141,500–$177,250 — the shaded band above. At the midpoint, this role pays about $172k versus about $159k for comparable roles.

Based on 240 similar postings.

Employer

About Oscar Health

Oscar Health is a technology-driven health insurance company offering individual, family, and small business health plans.

Oscar Health currently has 70 open roles on FindRole.

Listed pay typically runs $149,040–$195,615 across 65 roles with salary data.

Most-posted roles

View all roles at Oscar Health

At a glance

TL;DR · Senior IT Engineer

Senior IT Engineer joins the Engineering Team to serve as the primary technical point of contact during team transitions into Zendesk. This role involves bridging complex infrastructure with seamless service delivery by managing the full Zendesk stack, including Support, Guide, Explore, and Talk. The engineer will lead discovery sessions, architect multi-brand environments, and design automated Joiner/Mover/Leaver workflows while building bi-directional integrations between Zendesk and tools like Slack, Okta, and Google Workspace. Key responsibilities include developing advanced automations using Liquid markup or APIs, ensuring compliance with HIPAA, SOC2, and SOX regulations, and providing technical mentorship. Required skills include extensive experience in enterprise Zendesk administration, IAM integration, and scripting in Python or BASH. The role focuses on transforming support infrastructure into a scalable, self-service ecosystem within the health insurance domain.

What you'll do

  • Lead cross-functional discovery sessions to translate business needs into technical project plans.
  • Architect and manage the full Zendesk stack including AI-driven bots and self-service tools.
  • Design automated Joiner/Mover/Leaver workflows for hardware and software provisioning.
  • Develop complex automations using Zendesk triggers, middleware, and custom scripts to reduce manual overhead.
  • Build and maintain bi-directional integrations between Zendesk and Okta, Slack, and Google Workspace.
  • Enforce platform security policies to ensure compliance with HIPAA, SOC2, and SOX regulations.
  • Serve as the senior escalation point for complex configuration, Liquid markup, and API issues.
  • Maintain a comprehensive library of technical documentation for system architecture and custom automations.

What we're looking for

  • 5+ years of IT engineering experience supporting large-scale enterprise environments.
  • 3+ years of experience in enterprise-level Zendesk Administration and architecture.
  • Proven experience creating integrations within Zendesk for Identity and Access Management (IAM) tools like Okta or IIQ.
  • Ability to write scripts in Python or BASH for reporting, API interactions, and advanced workflows.
  • Demonstrated ability to lead discovery sessions and act as a consultant for internal stakeholders.
  • Experience managing infrastructure including JAMF, Google Workspace, and Oomnitza.
  • Knowledge of healthcare data security standards such as HIPAA, SOC2, and SOX.

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