Startups · AI

Associate Director, Market Strategy Advisory

Oscar AI · Remote · Remote

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About Oscar AI

Oscar is an AI operations analyst that watches every location 24/7, catching revenue leaks, labor inefficiencies, and compliance risks, then delivering the alerts, reports, and action plans your team needs to fix them fast. Backed by Techstars.

About the role

The Associate Director, Market Strategy Advisory develops and advances market strategies that improve growth, performance, and expansion across Oscar's portfolio. You will work directly with market leadership and partners to assess market dynamics, identify opportunities, and build relevant strategies to improve performance and unlock new growth. You will lead analyses and support development of business cases for market expansion, portfolio optimization, strategic partnerships, and segment-specific opportunities.

What they're looking for

  • Bachelor's Degree
  • 8+ years of experience in healthcare, consulting, strategy, or ACA/IFP product roles
  • Demonstrated experience in market analysis, performance evaluation, or growth strategy support
  • Experience developing business cases and recommendations alongside market and product leadership
  • Willingness to travel up to 25%
More about this role

Hi, we're Oscar. We're hiring an Associate Director, Market Strategy Advisory 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.

The Associate Director, Market Strategy Advisory develops and advances market strategies that improve growth, performance, and expansion across Oscar's portfolio. You will work directly with market leadership and partners to assess market dynamics, identify opportunities, and build relevant strategies to improve performance and unlock new growth. You will lead analyses and support development of business cases for market expansion, portfolio optimization, strategic partnerships, and segment-specific opportunities.

Operating at the center of Insurance Product, Finance, Network, and Sales, you will translate complex data into clear recommendations and help shape decisions on where and how the business competes and grows. The person in this role develops strategies and transitions...

Read the full posting on Oscar AI's site ↗

Insurance Operations

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