Associate Director, Insurance Product Insights & Intelligence

Hi, we're Oscar. We're hiring an Associate Director, Insurance Product Insights & Intelligence to join our Insurance Product Development 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:

The Associate Director, Insights & Intelligence will lead the development of relevant market, competitor, and consumer intelligence to support Oscar's insurance product organization. This role serves as a strategic advisor across product, market leadership, actuarial, network, growth, and finance teams, translating complex market dynamics into actionable recommendations that drive product strategy, portfolio optimization, retention, growth, and market expansion decisions.

This leader will oversee market intelligence programs, competitive analysis, consumer insights, and strategic reporting efforts while helping shape long-term product and market strategy across Oscar's lines of business.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $180,504 - $236,911 per year in New Jersey, New York, and California. The base pay for all other locations is: $$162,453- $213,220 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

Strategic Leadership & Insights

Lead development of insurance product and market specific competitive intelligence strategies across Oscar's geographies served

Oversee creation of relevant market insights tied to growth, retention, product performance, market expansion, and portfolio optimization

Translate market research, regulatory filings, financial performance, and competitor activity into executive-level recommendations to serve downstream teams

Develop frameworks for competitor tracking on product, market and demographic sizing, consumer insights, and right to win assessments

Partner cross-functionally to support product lifecycle management, strategic planning, and market-level decisions

Team Leadership & Organizational Development

Lead a team focused on market intelligence, research, and competitive analysis

Establish team priorities, operating rhythm, development plans, and performance expectations

Foster a collaborative analytical, and insight-driven culture centered on continuous improvement and strategic thinking

Provide guidance and mentorship across research methodologies, storytelling, executive communication, and strategic problem solving

Operational & Cross-Functional Partnership

Oversee cross-functional reporting, market intelligence deliverables, dashboards, and strategic presentations

Partner with product, actuarial, network, sales, growth, and finance teams to support market-level programs

Evaluate external research and intelligence vendors

Support development of standardized methodologies, reporting frameworks, and governance structures

Compliance with all applicable laws and regulations

Other duties as assigned

Requirements:

Bachelor's degree in business, healthcare administration, public health, economics, marketing, or related field

7+ years of experience in healthcare strategy, competitive intelligence, market research, consulting, insurance product, or related function

4+ years of people leadership or direct team management experience

Experience with ACA, individual and family plans, small group markets, and healthcare competitive dynamics

Experience drawing relevant insights from ambiguous data programs and translating findings into executive-level recommendations

Demonstrated ability to influence senior leadership and partners, operating in a cross-functional and opaque environment.

Willingness to travel up to 25% of the time.

Bonus points:

Master's degree (MBA, MPH, MHA)

Experience supporting health insurance product strategy or portfolio management

Experience building or scaling market intelligence and research functions

Experience with PowerBI, SQL, Looker, or other analytics reporting platforms

Consulting or payer strategy experience

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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.

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.

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