Associate, Lucie Training & Sales Enablement

3 weeks, 1 day ago
Full-time
Senior
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

  • Design and deliver tailored sales training, demos, and enablement programs that improve win rates and deal velocity.
  • Develop targeted agent onboarding and training programs to drive platform adoption.
  • Create and lead webinars for Lucie and Trove in English and Spanish.
  • Compile, organize, and maintain carrier training resources for internal and external audiences.
  • Manage webinar logistics, including scheduling, platform setup, registration, facilitation, and follow-up.
  • Drive engagement through Q&A, polling, scenario-based learning, and live demonstrations.
  • Track webinar performance metrics and provide insights and recommendations.
  • Collaborate with Sales, Marketing, Product, and Operations to align training with business and campaign strategies.
  • Share field insights with leadership to help refine corporate objectives and sales strategies.
  • Ensure compliance with applicable laws and regulations.

Requirements

  • 5+ years of experience in sales training, sales enablement, learning and development, or sales operations.
  • Professional fluency in English and Spanish, including strong written, verbal, and presentation skills in both languages.
  • Experience designing and delivering instructor-led and virtual training programs.
  • Experience coaching sales professionals, agents, brokers, or partner organizations.
  • Strong presentation and facilitation skills for audiences with varying experience levels.
  • Experience creating sales enablement materials such as presentations, training guides, videos, and digital learning resources.
  • Ability to simplify complex insurance, healthcare, and technology concepts into actionable training.
  • Experience with webinar platforms such as Zoom, GoToWebinar, or Teams and with learning management systems.
  • Strong project management, organizational, and stakeholder management skills.
  • Proficiency with Microsoft Office, Google Workspace, and presentation software; health insurance or ACA Marketplace experience is preferred.

Benefits

  • Annual base salary of $82,717.20–$108,566.33.
  • Annual performance bonuses.
  • Medical, dental, and vision insurance.
  • Unlimited vacation program, 11 paid holidays, and paid sick time.
  • Paid parental leave.
  • 401(k) plan, life and disability insurance.
  • Paid wellness time and reimbursements.
  • Fully remote role for candidates residing in Dallas, Texas.

Interested in this position?

Apply directly on the company website

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