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Oscar Health // health insurance
Product, Full Time    Remote    Posted: Thursday, September 30, 2021
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Hi, we're Oscar. Were hiring a Senior Technical Product Manager to join our fast growing engineering organization.

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

As a Senior Technical Product Manager, you will work with an infrastructure team to solve impactful, important, & interesting problems of scale, reliability, & privacy. Youll own improvements to our core systems from conception & ideation, through design & development, into deployment, & onto continued maintenance. Youll be responsible for gathering & defining the products requirements, determining which features are feasible, identifying priorities, the timeframe for development, & validating the final product with the infrastructure teams key end-users - other Oscar engineers, data scientists, operations specialists, & others across the organization. 

This is a remote role & you are able to 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.


  • Strategy Development: Identify & prioritize the most critical needs of the organization that should be addressed through infrastructure development or infrastructure acquisition.
  • Roadmap & Prioritize: Define & prioritize requirements from various stakeholders into organized product roadmaps that focus work on the highest priority objectives. 
  • Operate Mission-Critical Infrastructure: Help support on-call infrastructure engineers in their day-to-day work by identifying key ways to optimize their time through product enhancements and/or automation.
  • Provide Context: Consistently provide clear & well written context, in the form of Product Requirements Documents (PRDs) & agile stories, on what is being built & why its being built. Dive deep on the problem that is being solved to help guide the solution design work within infrastructure & process engineering.
  • Process Development: Engineer & implement consistent organizational processes, high tech standards, & clear engagement models across the infrastructure teams in which you work.
  • Effectively Collaborate: Work jointly with other Technical Product Managers, Project Managers, Technical Leads, & Process Engineers across the infrastructure & common component engineering teams. Engage with process engineers, IT, Insurance Operations, Security & a variety of other stakeholders from across the organization.
  • Customer Focus: Develop a deep understanding of customer/user needs, facilitate communication such that users understand their relative priority & what they can expect from the infrastructure team at Oscar. 


  • 5+ years of product management or technical product management experience.
  • Experience working with users that are of a highly technical background (e.g. software engineers, data scientists, system administrators).
  • Ability to distinguish opinion from fact with a data-driven approach.
  • Strong technical knowledge of cloud technologies, cloud-native microservices architectures.
  • Ability to work effectively with engineers on high-level system architectures including Kubernetes, Aurora, or other container orchestration systems.
  • Experience with tools that help accelerate the SDLC (plan, build, test, package, deploy, configure, monitor) such as Git, Build automation, CICD pipelines, testing frameworks, log analytics, & Observability tooling.
  • Stakeholder & project management experience including the ability to manage projects, deadlines, & handle prioritization with competing pressures using Scrum or other Agile methodologies.
  • Understanding of the full Software Development Lifecycle (SDLC) from ideation through sunset where scope may not be clearly defined & the problem space may shift.
  • Ability to work independently to meet clear objectives.
  • Ability to motivate teams that do not report directly to you.

Bonus Points

  • AWS Certified Cloud Practitioner certification or knowledge to that level
  • Experience working with Jira, Zendesk, & other service, backlog, & project tracking tools.
  • Previous management experience with 2-3 direct reports.

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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