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Contract Executive Recruiter

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Oscar Health

Contract Executive Recruiter

New York, New York, United States
On-site
Full-time
Posted Sep 11, 2026
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Hi, we're Oscar. We're hiring a Contract Executive Recruiter  to join our Talent Acquisition team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Contract Executive Recruiter will be responsible for owning and executing executive level searches. This person will need to be well-versed in the full life cycle executive search process (including candidate generation and development, senior client management and offer/negotiation.)

You will report into the Senior Director, Executive Recruiting.

Work Location: This position is based in our New York 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

Responsibilities:

  • Oversee the management and execution of full-life cycle executive searches by developing the sourcing and recruiting strategies across select/designated functional areas
  • Calibrating candidates with hiring managers
  • Developing those prospects into candidates, engaging them and performing initial assessment (Pitch Calls)
  • Participating in client update meetings on active searches and preparing reports
  • Conducting on-site interviews and participating in debriefs; performing reference checks and creatively negotiating complex executive compensation packages.
  • Support the Senior Director, Executive Recruiting on searches
  • Develop search strategies, conduct research, and present qualified candidates for executive searches

Requirements:

  • 6+ years of experience within Executive Recruiting
  • 3+ years of leading VP+ level searches
  • 1+ years of project management experience; the ability to follow-through on individual and team-wide goals, plans and projects.
  • 1+ years experience building, and executing, strategies for staffing projects.
  • 1+ years of experience pulling insights from data, and utilizing insights to advise hiring leaders, and influence business decisions.

Bonus points:

  • Experience in agency and in-house recruiting 
  • Experience recruiting at a startup and/or within the healthcare industry.
  • Experience building workforce forecasts

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

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.

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.

Reasonable Accommodation: Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (accommodations@hioscar.com) to make the need for an accommodation known.

California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy.

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