Associate Director, Individual and Family Plan Insurance Solutions

Oscar Health•New York, NY

9h•Remote

About The Position

Oscar is hiring an Associate Director, Individual and Family Plan Insurance Solutions to join their Insurance Product Development team. Oscar is a health insurance company that utilizes a full stack technology platform and focuses on serving its members. The Associate Director will lead complex or multi-market IFP portfolios, owning strategic intent, design coherence, execution quality, and shared accountability for in-market performance. This role involves making primary decisions within defined authority and serving as a senior escalation point for complex design, filing, and execution issues. The role reports into the Vice President, Insurance Product Innovation and Development.

Requirements

7+ years of product management experience, with deep IFP and Small Group expertise
5+ years of Previous experience with health insurance product development
5+ years experience across multiple markets or complex product lines
3+ years making strategic judgment calls and interacting with executive leaders
Travel up to 25% of the time

Nice To Haves

Bachelor’s degree or higher in business, healthcare or quantitative degree

Responsibilities

Define product strategy and plan design direction for multiple markets or complex offerings
Translate market strategy, enterprise priorities, and actuarial targets into executable plan designs
Drive differentiated product concepts while maintaining compliance with enterprise standards
Maintain tight controls over execution timelines, dependencies, and quality
Champion innovative, market-differentiated product concepts beyond traditional benefit design
Leverage quantitative and qualitative analysis to inform strategy, plan design, execution decisions and post-launch performance
Oversee end to end plan design and execution across assigned portfolios, including filings and launch readiness
Ensure cross-market consistency where required while enabling intentional local differentiation
Partner closely with Actuarial to ensure pricing, actuarial value, and benefit design are fully aligned
Maintain tight control over execution timelines, dependencies, and quality
Serve as a senior approver for plan designs, filings, and regulatory submissions
Establish and enforce QA standards, readiness checks, and control points
Resolve complex regulatory, design, and execution issues; escalate when appropriate
Share accountability for live plan performance with leadership and Senior Managers
Lead cross-market issue remediation, root-cause analysis, and corrective action
Institutionalize learnings into future design and execution playbooks
Lead Senior Managers and Managers responsible for market execution
Act as a trusted thought partner to Market Directors, Actuarial, Network, and Regulatory leaders
Coach teams on judgement, tradeoff management, and disciplined execution
Compliance with all applicable laws and regulations
Other duties as assigned