Director of Technical Recruiting at Oscar Health

| Greater NYC Area
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We’re looking for a passionate, data-driven, Director of Technical Recruiting to implement a best in class recruiting process, manage a growing team, and deliver top tech talent in a high growth, ever changing environment. You’ll partner closely with our CTO and Engineering and Product leaders in building an effective recruiting machine to scale our Tech team. We’re looking for someone with a strategic yet hands-on approach, to develop strategies and improve processes, while taking ownership of full cycle recruiting across Tech leadership roles when needed.

Key responsibilities:

  • Manage a growing team-- developing team members at various stages in their recruiting careers, bringing recruiting expertise and best practices.

  • Own the candidate experience, keeping it top of mind throughout the recruitment process-- and training your team to do so, too.

  • Coach your team on building and maintaining strong partnerships with their hiring teams, in order to run seamless and efficient recruiting processes.

  • Stay up to date on the most innovative recruiting trends, tools and systems in order to scale and support a growing recruiting function.

  • Partner with Talent Acquisition & People team leaders to create and manage the recruiting budget; including vendors, tools and events.

  • Collaborate with Tech leadership & People team leadership on workforce planning / talent mapping initiatives, including prioritization.

  • Develop recruiting reports and dashboards to track and communicate metrics to the business, while simultaneously using said metrics to encourage performance optimization across the team.

  • Lead targeted executive searches and provide back-up support to the recruiting team and hirings managers, as needed.


  • 8+ years of recruiting experience (the majority of which, should be focused on technical recruiting).

  • 3+ years of experience leading and building high performing recruiting teams.

  • A deep understanding of how to run a high quality, full cycle recruiting process; and the ability to lead a team in doing so.

  • An innate desire to win and hire the best-- constantly working toward your hiring goals with a strong sense of urgency.

  • A proven track record of achieving results in a fast-paced, ever-changing environment.

  • An analytical mindset. The ability to pull insights from the metrics you’ve been tracking, and present findings and plans for improvement to executive leadership.

  • Strong project management skills; the ability to follow-through on individual and team-wide goals, plans and projects.

  • Excellent communication skills, both written and verbal.

  • The ability to work smart-- juggling multiple requisitions, projects and initiatives through multi-tasking and prioritization.

  • The ability to thrive in an ambiguous environment.

  • Above all else, you must be highly organized, detail-oriented, and have a bias for action.


  • A combination of agency and in-house recruiting experience.

  • Experience recruiting at a startup or tech company. 

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

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 ([email protected]) to make the need for an accommodation known.

Pay Transparency Policy: Oscar's Pay Transparency Policy ensures that you won't be discharged or discriminated against based on whether you've inquired about, discussed, or disclosed your pay. Read the full policy here.

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