VP, Insurance Marketing

Hi, we're Oscar. We're hiring a VP of Insurance Marketing to join our.Sales 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 Vice President of Insurance Marketing is responsible for setting the vision and strategy, and leading the execution of Oscar's marketing strategy across Oscar Insurance. This leader will drive acquisition, retention, and expansion, while overseeing marketing to key stakeholders — including members, brokers, and providers.

The VP is responsible for all aspects of Oscar Insurance's marketing: go-to-market strategy, marketing operations, new product promotion, sales and distribution growth, provider marketing, and member activation. Working closely with sales, product, network, communications, brand, and strategy leaders, this executive will ensure marketing plays a central role in Oscar's long-term growth.

You will report into the SVP, Sales

Work Location: This position is based in our New York office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required in-office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI-Hybrid

Pay Transparency: The base pay for this role is: $211,200 - $277,200 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program company equity grants and annual performance bonuses.

Responsibilities:

• Define the marketing vision and strategy to support Oscar's overall growth goals.
• Build a scalable roadmap to support business priorities, including product launches, provider partnerships and new market entry.
• Lead marketing strategies and campaigns tailored to members, brokers, and providers.
• Ensure messaging is relevant, personalized, and consistent with regulatory requirements.
• Partner with product, markets, and sales teams to support adoption and education for offerings such as ICHRA.
• Own the CRM strategy and execution to deliver personalized, data-driven, timely campaigns across stakeholders.
• Oversee lifecycle marketing, retention initiatives, and targeted campaigns that improve customer satisfaction and loyalty.
• Ensure timely, compliant communications to members that meet CMS, ACA, and state-level requirements
• Partner with legal, compliance, and operations to safeguard accuracy and clarity in all required notices.
• Lead localized research, strategy, and execution to support entry into new geographies.
• Partner with market P&L and cross-functional leaders to design integrated campaigns.
• Work closely with the Corporate Marketing team on major initiatives and new partnerships for the company.
• Build, coach, and inspire a multidisciplinary marketing team across growth, regulatory communications, CRM, and retention
• Compliance with all applicable laws and regulations
• Other duties as assigned

Requirements:

• 15+ years of progressive marketing leadership experience, including consumer and B2B.
• 7+ years managing and scaling high-performing teams.
• 5+ years in healthcare and/or insurance.experience
• Proven track record of driving growth and retention through multi-channel marketing.
• Deep experience with CRM, marketing automation, and data-driven campaign management.
• Experience launching products or entering new markets.
• Strong understanding of compliance requirements in regulated environments.

Bonus points:

• MBA or advanced degree.
• Experience with ACA, ICHRA, Medicare, or Medicaid markets.
• Familiarity with CMS and state-level marketing compliance.