Senior IT Engineer
Oscar Health · New York, New York, United States
Posted about 3 months ago · $149,040.00 - $195,615.00
or apply directly on Oscar Health's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 82 days Oscar Health's roles stay open a median of 79 days
- Reposted
- No
- Salary listed
- Yes 90% of Oscar Health's roles list one
- Ghost-job risk at Oscar Health
- high 303 stale, 9 reposted of 303 open
- Hiring momentum
- 439 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-10-24
Measured from postings appearing on and disappearing from Oscar Health's own greenhouse board since 2026-08-03. Full hiring picture for Oscar Health.
About this role
The Senior IT Engineer at Oscar will serve as the primary technical contact for the organization, focusing on transitioning teams into Zendesk and managing complex infrastructure like Okta and Google Workspace. Responsibilities include leading onboarding processes, designing automated workflows, integrating systems, and ensuring compliance with security standards. This role requires a mix of technical expertise and project leadership to optimize service delivery and support infrastructure.
- benefits
- 5/5
- freshness
- 1/5
- career value
- 4/5
- role clarity
- 5/5
- pay transparency
- 5/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Oscar Health as an employer.
What you need
- 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 IAM tools such as Okta
- Ability to write scripts in Python or BASH for customized reporting and API interactions
- Demonstrated ability to lead discovery sessions and act as a consultant for internal stakeholders
Nice to have
- Workato Certifications or proficiency in no-code solutions like Okta Workflows
- Zendesk App Developer Certification
- JAMF 300/400 or Apple Certified Support Professional
- Experience integrating Zendesk with ETM platforms like Oomnitza
What you get
- Base pay of $149,040.00 - $195,615.00 per year
- Participation in Oscar's unlimited vacation program
- Company equity grants
- Annual performance bonuses
- Medical, dental, and vision benefits
- 11 paid holidays
Worth weighing
- Hybrid work schedule with 3 days in-office required
- Specific focus on Zendesk and related integrations may limit exposure to broader IT engineering practices
- Role involves significant automation and scripting, which may not appeal to all candidates
Summarised from Oscar Health's posting. Read the full original.
Listed by Oscar Health on their greenhouse job board, last confirmed open on 2026-10-24. PitchMeAI is not the employer.
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