Sales Enablement Associate, ICHRA

name; New York (NY); Hybrid; USD 102,000 - 134,000; Full time

Benefits offered by this job

Medical, dental, vision benefits

Unlimited vacation

Annual performance bonuses

Job summary

Oscar Health in New York is hiring a Sales Enablement Associate, ICHRA to join our Product Marketing Team. You will develop enablement resources that translate the ICHRA mechanism for brokers, tech platforms, and employers, serving as the bridge between growth strategy and field execution.

You will report to the Senior Director, Product Marketing and operate in a hybrid NY office with 3 in-office days per week, including Thursdays for team meetings, with flexible other days.

Qualifications

• Bachelor's degree or 4+ years commensurate experience.
• 1-3 years of experience in sales enablement, broker relations, account management, or corporate training.
• Proven success building clear, scannable sales assets, training decks, and playbooks for broker audiences.
• Experience navigating CRM platforms (like Salesforce) and digital enrollment tools to track broker engagement metrics.
• Excellent cross-functional communication with Product Marketing, Legal, and Sales operations to manage compliance and deadlines.

Responsibilities

• Develop multi-audience collateral translating ICHRA mechanics for brokers, platforms, and employers.
• Build state-specific market materials and enrollment guides to enabledowns enrollment.
• Architect internal ICHRA training programs to deepen subject matter expertise.
• Support event execution, asset readiness, and collateral delivery for industry events and Open Enrollment calendars.
• Maintain a centralized, high-impact repository of market-facing resources and ensure compliance.

Skills

Sales enablement

Broker relations

Account management

Corporate training

Education

Bachelor's degree

Tools

Salesforce

Job description

Hi, we're Oscar. We're hiring an Sales Enablement Associate, 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.

About the role:

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

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: $101,844 - $133,670 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses.

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

Requirements:

• 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.

Bonus points:

• 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.

This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care - an experience made whole by our unique backgrounds and perspectives.

Pay Transparency:

Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

Artificial Intelligence (AI):

Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

Reasonable Accommodation:

Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team ([e-mail]) to make the need for an accommodation known.

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