Sales Enablement Associate

Who you are

• Bachelors degree or 4+ years commensurate experience
• Experience: 1–3 years of experience in sales enablement, broker relations, account management, or corporate training
• Demonstrated success building clear, scannable sales assets, training decks, and playbooks that simplify complex insurance products for broker audiences
• Proven track record navigating CRM platforms (like Salesforce) and digital enrollment tools to track broker engagement metrics and pull actionable sales insights
• 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
• Bachelor's degree in Marketing, Business Administration, Communications, Healthcare Management, or a related field
• Direct experience supporting ICHRA 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

What the job involves

• We're hiring an Sales Enablement Associate, ICHRA to join our Product Marketing Team
• This role drives the development, scaling, and execution of our ICHRA enablement strategy and marketing collateral across our key distribution channels (brokers, tech platforms, and employers)
• This person will serve as the critical bridge between our growth strategy and field execution, ensuring external partners and internal teams have the high-impact resources and deep subject matter expertise needed to confidently evangelize Oscar and accelerate membership acquisition
• You will report into the Senior Director, Product Marketing
• Develop Multi-Audience Collateral: Design and deliver a high volume of targeted enablement resources that clearly translate both the complexities of the ICHRA mechanism and Oscar's distinct market advantages for diverse distribution channels
• Build B2B2C and Localized Toolkits: Create state-specific market materials and comprehensive downstream enrollment guides that empower tech platforms and employers to advocate for Oscar to eligible employees
• Architect Internal Training Programs: Design, build, and facilitate a comprehensive ICHRA curriculum to establish deep subject matter expertise across our growth teams and the broader organization
• Support Strategic Event Execution: Partner closely with the Growth and Marketing teams to manage asset readiness and collateral delivery for high-stakes industry events, regional rollouts, and the critical Open Enrollment calendar
• Optimize the Resource Repository: Gather continuous feedback from sales loops and distribution partners to proactively iterate, update, and maintain a centralized, high-impact library of market-facing resources
• Compliance with all applicable laws and regulations
• Other duties as assigned