Associate, Sales Enablement

1 month ago
Full-time
Junior
Sales and Business Development
Oscar

Oscar

Oscar is a health insurance company that offers plans for individuals, families, and small businesses. With a focus on humanizing health care through technology, design, and data, Oscar provides easy-to-understand bills, 24/7 access to doctors, and a p...

Insurance
1K-5K
Founded 2012

Description

  • Develop and deliver targeted sales enablement collateral that translates Oscar's market advantages for multiple audiences.
  • Create state-specific B2B2C materials and enrollment toolkits that support downstream broker and member engagement.
  • Design, build, and facilitate internal training programs to strengthen subject matter expertise across growth teams and the broader organization.
  • Partner with Growth and Marketing teams to prepare assets and collateral for industry events, regional rollouts, and Open Enrollment.
  • Collect feedback from sales teams and distribution partners to update and maintain a centralized resource library.
  • Work across internal stakeholders to ensure materials meet compliance requirements and rollout deadlines.
  • Support the execution of sales and marketing initiatives that connect growth strategy to field execution.

Requirements

  • Bachelor's degree or 4+ years of commensurate experience.
  • 1–3 years of experience in sales enablement, broker relations, account management, or corporate training.
  • Experience building clear sales assets, training decks, and playbooks for broker audiences.
  • Experience using CRM platforms such as Salesforce and digital enrollment tools to track engagement metrics and sales insights.
  • Strong cross-functional communication skills and experience working with Product Marketing, Legal, and Sales Operations.
  • Bachelor's degree in Marketing, Business Administration, Communications, Healthcare Management, or a related field (preferred).
  • Direct experience supporting individual ACA sales models and broker business growth (preferred).
  • Advanced proficiency with design and enablement tools such as Figma, Canva, or Highspot (preferred).
  • Familiarity with agile product launches or tech-forward healthcare ecosystems (preferred).
  • Ability to work remotely from Dallas, TX.
  • Ability to travel up to 10%.

Benefits

  • Base salary of $91,659 to $120,303 per year.
  • Eligible for annual performance bonuses.
  • Unlimited vacation program.
  • Medical, dental, and vision benefits.
  • 11 paid holidays.
  • Paid sick time and paid parental leave.
  • 401(k) plan participation, life and disability insurance.
  • Paid wellness time and reimbursements.

Interested in this position?

Apply directly on the company website

Apply Now

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