Jobs and Careers
OS

Director, Business Solutions

Oscar
New York City, United Statesfull_timeVerifiedPosted 5 Sept 2025
💰 $252,000/yr($192,000/yr$252,000/yr)

About the role

Hi, we're Oscar. We're hiring a Director, Business Solutions to join our +Oscar team.

Oscar is the first health insurance company built around a full stack technology platform and a 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

As the Director, Business Solutions for Oscar's +O Business, you will lead the strategic growth and execution of Oscar's B2B platform. You will be responsible for growing a new business venture within an existing, established company, encompassing a broad range of activities from defining the business's vision and strategy, to building a high-performing team, securing resources, developing the product, and fostering a culture of innovation.

You will operate with the unique opportunity of leveraging the parent company's resources while maintaining the agility and entrepreneurial spirit of a startup. You will manage the full lifecycle of client solutions, from sales and contract negotiation to ensuring successful implementation and long-term partner success. 

 

Work Location:

Oscar is a blended work culture where everyone, regardless of work type or location, feels connected to their teammates, our culture and our mission.

This is a hybrid role in our New York City office. You will work part of the time in the office and part of the time remote / work-from-home. #LI-Hybrid

Pay Transparency:

The base pay for this role is: $192,000 - $252,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program company equity grants and annual performance bonuses.

 

Responsibilities

  • Develop and implement innovative strategies and roadmaps that align with business objectives.
  • Conduct market research and competitive analysis to identify new opportunities, emerging trends, and customer needs.
  • Drive sales strategy and engage prospective clients in new business opportunities, including marketing strategy development and PR campaigns.
  • Lead business development and solutioning for key client prospects for the +Oscar platform.
  • Own day-to-day management of relationships with potential partners; develop understanding of their business goals to form a perspective on how +Oscar can meet their needs.
  • Lead development of solutions for potential partners based on the prospect’s need and +Oscar’s offerings; partner closely with internal Subject Matter Experts and externally with partners.
  • Drive negotiations for active deals; partner with Legal to develop term sheets and contract language for executed deals and with Finance on deal pricing.
  • Communicate insights from external discussions to Oscar’s Executive Team to inform overall +Oscar solution commercialization.
  • Support development and growth of direct reports, ensuring that colleagues are supported in professional development.
  • Compliance with all applicable laws and regulations.
  • Other duties as assigned.

Qualifications

  • 10+ years of professional experience in a relevant field such as B2B sales, business development, strategic partnerships, or management consulting.
  • 5+ years of leadership or management experience, demonstrating a proven ability to lead teams, manage a P&L, and drive results
  • A strong track record of closing deals and managing client relationships with enterprise-level organizations, particularly within the healthcare or health insurance sector.
  • Direct experience within the health tech, insurtech, or managed care industry, including a deep understanding of the payer and provider landscapes, including key industry players and business models
  • Experience in product development and launch, with a track record of bringing innovative products to market.

Bonus points

  • 10+ years of relevant work experience with 5+ years of experience in healthcare. 
  • 3+ years of experience managing direct reports.
  • Proven experience as a CEO or in a similar executive leadership role in a startup or fast-paced environment.

Required travel: 

  • Up to 15% 

 

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 be

Apply for this role

Generate a tailored application kit with a matched cover letter, interview prep, and CV highlights — in under 60 seconds.

Apply Now →Generate Application Kit

Free account required — sign up in 30s

Company

Oscar

View company profile →