Staff Product Manager, Personalization
- Pay
- $180,504 – $236,912 per year
- Location
- Boston, MA (Remote)
- Job type
- Full-time
- Level
- Lead / Staff
- Listed
- Today
Skills & highlights for this role
- Product management
- Personalization, recommender, ranking, predictive-modeling, search, decisioning, or applied-AI systems experience
- Experimentation and measurement
- Stakeholder communication
- KPI definition and tracking
Also useful
- Large language models
- Applied AI
- Healthcare or health insurance domain knowledge
- Market and competitive analysis
About the role
Hi, we're Oscar. We're hiring a Staff Product Manager, Personalization to join our Clinical Product team.
Oscar is the first health insurance company built around a full stack technology platform and a relentless 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
Oscar is hiring a Staff Product Manager to join our Clinical Product team and build the shared platform behind personalized care guidance and navigation. Come help members make informed decisions about their health and follow through on the care they need.
As a Staff Product Manager, Personalization, you will help build Oscar Health's personalization platform, using longitudinal member context, real-time behavioral signals, predictive models, and LLMs to forecast what is likely to happen for each member and identify the most useful next action.
We combine longitudinal member context with real-time behavioral signals to forecast what is likely to happen for a member and determine the most useful next action for the member to engage across web and app, our member facing health AI agent (Oscar), tools used by Oscar teammates during member conversations, and intentional outbound engagement.
The work includes predictive modeling; creating a catalogue of action and journey options to engage members with; recommendation and ranking systems; experimentation and measurement; and practical use of AI and LLMs to interpret context, support recommendations, and generate tailored experiences.
We are looking for people who have built and operated personalization, recommender, ranking, predictive-modeling, search, decisioning, or applied-AI systems at meaningful scale. This is a unique opportunity to build an advanced platform leveraging the latest capabilities at an AI-forward company that owns its technology stack, with tangible benefits for members' health and lives.
You will report into a Director of Product.
Work Location: This is a remote position, open to candidates who reside in: Boston, MA. You will be fully remote; however, our approach to work may adapt over time. Future models could potentially involve a hybrid presence at the hub office associated with your metro area. #LI-Remote
Pay Transparency
The base pay for this role is: $180,504.00 - $236,911.50 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.
Responsibilities
- Own the catalog of care options that powers personalized recommendations for members. Drive adoption across Oscar teams and measure the impact on member outcomes.
- Define, prioritize, and execute on the most impactful problems to solve for a portfolio of product investments, informed by member research and analysis of care journeys, ensuring alignment with Oscar's overall business goals, market demands, and competitive landscape.
- Conduct thorough and continuous market and competitive analysis to identify new opportunities, anticipate industry trends, and translate these insights into actionable outcomes.
- Oversee the entire product lifecycle for multiple product lines, including the personalization platform and its first clinical journeys, from ideation and conception through development, launch, and post-launch optimization, ensuring impact is delivered on multiple cross-company business objectives.
- Serve as the primary communication link and strategic partner between product teams and business leadership, ensuring clear, consistent updates, strategic alignment, and effective two-way communication regarding product plans, progress, and strategic direction.
- Define, track, and report on Key Performance Indicators (KPIs) for the entire product portfolio, including affordability, care completion and member experience, analyzing performance data and customer feedback to drive continuous improvement and data-driven decision-making.
- Independently identify, diagnose, and resolve complex strategic or executional challenges across teams and domains, demonstrating exceptional problem-solving, negotiation, and influencing skills.
- Compliance with all applicable laws and regulations.
- Other duties as assigned.
Requirements
- 7+ years of experience collaborating cross-functionally among engineers, designers, operations experts, and others in a Product Management or Product Management-adjacent role.
Bonus points
- Familiarity with healthcare claims, clinical workflows, care navigation, or health insurance economics, including how coverage, cost and access barriers affect members' ability to get appropriate care and follow through on treatment.
- Experience owning recommender, search, ads, ML-platform, or applied-AI product capabilities.
- Comfort in working in highly collaborative environments while ensuring the team is always driving towards a decision.
- Excellent analytical and quantitative skills; proven experience using data to identify opportunities, test hypotheses and evaluate success, including investigating individual member experiences and broader population patterns.
- Experience as an end-to-end thinker; the ability to look at a problem and create a solution all the way from top-level goals to smaller details.
- Ability to influence and manage stakeholders at all levels and experience working across all levels of leadership using strong communication and structured thinking.
Travel Required
- Up to 5%
This is an authentic Oscar Health job opportunity.
Pay Transparency
Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.
Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.
Equal opportunity and legal notices
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 () to make the need for an accommodation known.
California Residents: For information about our collection, use, and disclosure of applicants' personal information as well as applicants' rights over their personal information, please see our Privacy Policy.
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.
From Oscar Health's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
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Common questions
What is the salary for the Staff Product Manager, Personalization role at Oscar Health?
The Staff Product Manager, Personalization posting at Oscar Health states compensation of $180,504 – $236,912 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Oscar Health's official career site.
Where is the Staff Product Manager, Personalization job at Oscar Health located?
Yes, this Staff Product Manager, Personalization opening at Oscar Health is listed as Boston, MA (Remote). Always check Oscar Health's application page for specific state eligibility or relocation policies.
What qualifications are required for Staff Product Manager, Personalization at Oscar Health?
For the Staff Product Manager, Personalization role, Oscar Health highlights experience with Product management, Personalization, recommender, ranking, predictive-modeling, search, decisioning, or applied-AI systems experience, Experimentation and measurement, Stakeholder communication, KPI definition and tracking. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the Staff Product Manager, Personalization position at Oscar Health?
This listing links directly to Oscar Health's Greenhouse application page. You can apply directly on Oscar Health's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.