Sales Enablement Associate, ICHRA

Oscar Health•New York, NY

2d•$101,844 - $133,670•Hybrid

About The Position

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.

Requirements

Bachelors degree or 4+ years commensurate 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.

Nice To Haves

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.

Responsibilities

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