Associate Director of Product Marketing (ICRHA)

• Hi, we’re Oscar. We’re hiring an Associate Director, Product Marketing, ICHRA to join our Product Marketing 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, Product Marketing (ICHRA) executes the end-to-end go-to-market (GTM) activities and localized launch campaigns for Oscar’s Individual Coverage Health Reimbursement Arrangement (ICHRA) business
• Operating with a balance of 70% execution focus and 30% tactical strategy, you will translate insurance plan design and technical digital features into clear messaging frameworks and multi-audience sales enablement assets
• The Associate Director coordinates daily operations across Product Management, Sales Strategy, Creative, and Legal teams to accelerate broker adoption and member enrollment
• Working under general direction, you will manage execution timelines, leads product feature rollouts, and track key performance indicators to scale Oscar’s commercial B2B motion footprint
• You will report into the Senior Director, Product Marketing
• GTM Campaign Strategy & Positioning Architecture: Own the translation of technical plan features and regulatory structures into core value propositions and strategic positioning frameworks
• Architect the Modular Messaging Banks and value narratives specifically tailored to separate high-priority audiences (brokers, employers, and employees). Run localized launch strategies and lead-nurture campaign mechanics to drive awareness and preference in targeted expansion regions
• Sales Enablement and Distribution Coordination: Train, support, and equip internal sales teams, broker networks, and general agencies (GAs) with updated materials for quoting engines and decision-support platforms. Gather regional broker feedback to optimize day-to-day conversion deltas
• Cross-Functional Launch Management: Project manage day-to-day product lifecycles and county expansions. Act as the primary interface between Product and Sales to organize feature updates, compliance filings, and workflow timelines ahead of high-volume Open Enrollment (OE) cycles
• Performance Analytics and Optimization: Track, synthesize, and report on core campaign metrics, including quote volumes, web tool adoption, and member registration deltas. Use data to troubleshoot execution blockers and improve channel performance
• Compliance & Operations: Maintain total brand integrity and adherence to state healthcare regulations by routing all customer-facing documentation through Legal and Compliance reviews. Ensure all claims match regulatory parameters.Compliance with all applicable laws and regulations.Other duties as assigned

• Bachelor’s degree or 4 years of relevant experience
• Minimum 3+ years of experience leading GTM campaign execution specifically for health insurance, FinTech, or digital consumer health products. Track record managing project timelines and creative assets under strict deadlines
• 7+ years of professional experience in product marketing, brand strategy, B2B enablement, or growth marketing within a fast-paced environment
• Experience supporting B2B broker networks or employer benefit administration platforms. Direct experience working inside a health insurance carrier (Payer) or digital healthcare startup
• Understanding of health insurance plan structures, quoting engines, or ICHRA reimbursement guidelines. Familiarity with MarTech technology

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