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Oscar Health // health insurance
Remote    Posted: Thursday, September 30, 2021
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As a Technical Program Manager, you will work closely with the Insurance Operations, Product, Engineering, & Business teams to support planning & rollout of our technology products within a fast-moving, rapidly growing technology organization. This role also represents the team in cross-departmental discussions of opportunities for technology enablement, efficiency, scale, & quality improvement.

You will report to a head of Tech PMO in our NYC office. This is a remote role & you will work remotely in one of the following states: Arizona, California, Connecticut, Florida, Georgia, Illinois, Maryland, Massachusetts, Michigan, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Tennessee, Texas, Utah, Virginia, or Washington. Note, this list of states is subject to change.

Were looking for

  • A fast learner. Able to grasp complex concepts, is curious by nature & asks questions to quickly understand content areas.
  • Comfortable with complex systems. Knows how to analyze & decompose a complex system & how different systems interact.
  • Technical experience. Has worked in a tech organization in the past & is comfortable discussing the technical trade-offs in product development with engineers & product managers. Experience working in a technical domain is preferred.
  • A strong communicator. Understands what level & form of communication to use to keep your team, stakeholders, & leadership in alignment.
  • Very organized. Has project management experience using both waterfall & Agile frameworks & is comfortable with coordinating across multiple teams to build a centralized understanding of the overall efforts status & keep teams on track.
  • Detail & process oriented. Identifies opportunities to improve & scale how teams work.
  • Collaborative. Loves helping engineers, data scientists, operations experts, & other team members do their best work.
  • Open-minded. Is flexible, positive, comfortable with ambiguity, & most importantly willing to jump in & tackle problems.
  • Analytical. Knows how to read between the lines, connect the dots, & quickly identify opportunities & risks.
  • Independent. Can identify key areas for focus & prioritize work effort on a regular basis while communicating to the Associate Director, Tech PMO.
  • A leader. Has led small teams of project or program managers helping to prioritize their work while still maintaining their own independent workload.

Your day-to-day will include:

  • Building & maintaining a standard set of tools & processes for teams to track cross-functional dependencies, deliverables, product/feature launches, & KPIs.
  • Support the building & implementation of standards in tools like & Jira.
  • Communicate regularly with operations & technology teams to track progress, surface deadlines for deliverables, understand risks, & facilitate conversations to mitigate these risks.
  • Sharing updates on progress, risks, etc. with impacted teams, tech leadership, & counterparts at Oscar.
  • Delegating key tasks to PMO team members & supporting their work efforts by helping identify & remove barriers.
  • Developing a deep understanding of key domains within Insurance Operations, the product, platform domains, architecture, integrations, stakeholders (including their roles & responsibilities), cross-project dependencies, & timelines.
  • Running retros when deadlines are missed, sharing lessons learned, & collaborating with teams to get back on track.
  • Competencies/success factors
  • A technical foundation & the ability to use tools to answer your own questions (e.g. SQL/Python)
  • Strong execution skills; ability to track, organize & manage competing priorities
  • Ability to develop & maintain subject matter expertise in our operations
  • Outstanding structured, systematic, & critical thinking
  • Demonstrated internal & external relationship management skills.
  • Strong verbal & written communications
  • Required education & experience
  • A technical bachelors degree or 4 years commensurate experience
  • 4+ years experience in a technical role (e.g. senior project/program manager, senior product manager, senior operations manager, consulting manager, engineering manager)
  • 3+ years of experience in coding and/or data software experience
  • Experience developing project plans & coordinating with internal & external stakeholders

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 & find both belonging & support. We're on a mission to change health care -- an experience made whole by our unique backgrounds & perspectives.

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

Reasonable Accommodation:

Oscar applicants are considered solely based on their qualifications, without regard to applicants disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team ( 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 & 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 to submit an accommodations request.

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

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