# Associate Director, Market Strategy Advisory at Oscar AI

- Company: Oscar AI
- What the company does: 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.
- Company website: https://oscar.ai
- Type: Startups (AI role)
- Level: Principal and up
- Location: Remote
- Work setup: Remote
- Pay: $164K to $215K base salary per year (USD)
- Posted: 2026-09-18
- Apply by: 2026-11-02
- Apply: https://job-boards.greenhouse.io/oscar/jobs/8202916
- Page: https://www.1752.vc/careers/jobs/oscar-ai-associate-director-market-strategy-advisory/

## 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%

Tags: Insurance Operations