Associate of Sales Enablement

Join Oscar Health as an Associate of Sales Enablement. In this role, you will drive the development and execution of our sales enablement strategy and marketing collateral. You will serve as the bridge between our growth strategy and field execution, ensuring that external partners and internal teams have the resources and expertise needed to promote Oscar and accelerate membership acquisition. You will report to the Associate Director of Product Marketing and will be responsible for creating targeted enablement resources, building localized toolkits, architecting internal training programs, supporting strategic event execution, and optimizing the resource repository.

• Develop and deliver targeted enablement resources that clearly communicate Oscar's market advantages.
• Create state-specific market materials and comprehensive downstream enrollment guides that effectively advocate for Oscar.
• Design, build, and facilitate a comprehensive curriculum to establish deep subject matter expertise across growth teams.
• Proven track record navigating CRM platforms (like Salesforce) and digital enrollment tools to track broker engagement metrics and pull actionable sales insights
• Bachelors degree or 4+ years commensurate experience
• Excellent cross-functional communication skills, with a history of collaborating directly with Product Marketing, Legal, and Sales operations to manage tight compliance and rollout deadlines
• Demonstrated success building clear, scannable sales assets, training decks, and playbooks that simplify complex insurance products for broker audiences
• Experience: 1–3 years of experience in sales enablement, broker relations, account management, or corporate training
• Bachelor's degree in Marketing, Business Administration, Communications, Healthcare Management, or a related field
• Direct experience supporting individual ACA sales models, with a solid understanding of how brokers build and scale their books of business
• Advanced proficiency with design and enablement software (such as Figma, Canva, or Highspot) to independently build modern, high-end visual assets
• Familiarity with agile product launches or tech-forward healthcare ecosystems, showing an ability to quickly translate rolling product updates into simple broker messaging