Oscar Health

Senior Counsel, Employment - Remote

3+ months agoNew York, NY

Hi, we're Oscar. We’re hiring a Senior Counsel, Employment to join our Legal team in our New York office. 

Oscar is a technology-driven, consumer-focused health insurance startup founded in 2012 and headquartered in New York City. Our goal is to make health insurance simple, transparent, and human. We need your help to do so.

About this role: 

As Senior Counsel, you will be a key member of the Legal team responsible for providing advice and counsel on employment matters, employee benefits, and executive compensation matters. This position works closely with Oscar’s People team, as well as Oscar’s leadership team.

Oscar is a dynamic, exciting and fast paced environment. You should be comfortable in an ever changing environment as we continue to grow!

You will report to the Deputy General Counsel. This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Connecticut, Florida, Georgia, Illinois, Maryland, Massachusetts, Michigan, New Jersey, New Mexico, New York, North Carolina, Ohio, Pennsylvania, Rhode Island, Tennessee, Texas, Utah, Virginia, or Washington. Note, this list of states is subject to change.


  • Partner with the People team to provide advice and support on employee relations strategies 
  • Provide counsel on labor and employment laws and legal issues including, but not limited to, contract interpretation, internal investigations, terminations, etc.
  • Advise and negotiate employment agreements, separation agreements, and noncompete agreements
  • Provide advice on executive compensation including long-term incentive compensation and deferred compensation
  • Negotiate, structure and implement equity compensation plans, bonus plans, deferred compensation arrangements, and change of control agreements 
  • Counsel on employment law matters and executive compensation, in the context of mergers and acquisitions, financings, and other corporate transactions
  • Serve as primary point of contact for the People team to support their strategy and objectives
  • Help to develop, implement and continually improve company and team processes and procedures with respect to employment matters

 About you:

  • J.D. from an ABA accredited law school
  • 8+ years of relevant experience at a top tier law firm and/or in-house
  • Experience in a variety of complex employment matters
  • Experience managing and overseeing sensitive matters 
  • Excellent communication and interpersonal skills, both oral and written, with a proven ability to build strong interpersonal relationships and work cross-functionally

  Bonus points if you have:

  • Experience working in the healthcare industry or insurance industry
  • Experience with startups

Life at Oscar: 

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.

We aim to make health care affordable and accessible for all, and apply this same vision to our perks and benefits, including: medical benefits, generous paid-time off, paid parental leave, retirement plans, company social events, stocked kitchens, wellness programs, and volunteer opportunities.

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.

Pay Transparency Policy:

Oscar 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.

COVID-19 vaccine requirements for in-person work: 

To protect the health and safety of our employees, we require any employee conducting in-person work* to be fully vaccinated against COVID-19 by their start date. If you are unable to be vaccinated due to medical or protected religious reasons, please reach out to our Benefits team at accommodations@hioscar.com to submit an accommodations request.

*Note: In-person work includes: employees required to work from our offices, employees conducting sales work in the field and employees conducting at-home or in-person visits with members.

Job ID: 2356635