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Lucie Training & Sales Enablement Associate

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Onsite

Lucie Training & Sales Enablement Associate

Oscar Health

Lucie Training & Sales Enablement Associate

Skills

Sales OpsCompliance

2 months ago

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Important information


Salary:

$91,908 – $120,629 / year

Location:

New York, NY, USA

Work mode:

Onsite

Published on:

31 August 2026

What they need


Who you are

  • The ideal candidate is an experienced facilitator, coach, and communicator who is passionate about adult learning, sales excellence, and empowering agents to succeed
  • 5+ years of experience in Sales Training, Sales Enablement, Learning & Development, or Sales Operations
  • Professional fluency in English and Spanish, with exceptional written, verbal, and presentation skills in both languages
  • Demonstrated experience designing and delivering instructor-led and virtual training programs
  • Experience coaching sales professionals, agents, brokers, or partner organizations
  • Strong presentation and facilitation skills with the ability to engage audiences of varying experience levels
  • Experience creating sales enablement content including presentations, training guides, videos, and digital learning resources
  • Ability to simplify complex insurance, healthcare, and technology concepts into actionable learning
  • Experience using webinar platforms (Zoom, GoToWebinar, Teams, etc.) and Learning Management Systems (LMS)
  • Strong project management, organization, and stakeholder management skills
  • Proficiency in Microsoft Office, Google Workspace, and presentation software
  • Health insurance related experience including familiarity with ACA Marketplace Insurance and ancillary/supplemental insurance
  • Experience in fast-paced environments

What the job involves

  • The Bilingual Sales Trainer & Enablement Associate is responsible for designing, delivering, and continuously improving sales training and enablement programs that drive agent performance, and platform adoption
  • Serving as the primary bilingual trainer for the organization, this role develops and delivers engaging learning experiences in both English and Spanish for internal teams, agency partners, and external stakeholders
  • This position partners closely with Sales, Marketing, Product, and Operations to translate complex insurance and technology concepts into practical, results-driven training
  • You will report into the Head of Lucie Marketing
  • Partner with Sales leadership to design and deliver tailored content, advanced demos, and strategic training sessions that directly improve win rates and deal velocity
  • Operationalizes Sales Leadership strategies by designing and executing targeted training demos for agents, while channeling field insights back to executives to refine corporate objectives
  • Support sales efforts through creation of tailored materials, demos, and leading trainings
  • Work to drive platform adoption by building targeted training and onboarding programs
  • Support creation of webinars and lead webinars for Lucie and Trove in both English and Spanish
  • Compile, organize, and maintain carrier training resources for internal and external use
  • Assist with all webinar logistics including scheduling, platform setup, registration, live facilitation, and post-session follow-up
  • Drive participant engagement through interactive formats including Q&A, polling, scenario-based learning, and live demonstrations
  • Track webinar performance metrics and share insights and recommendations
  • Collaborate with marketing to align training and enablement initiatives with broader brand and campaign strategies
  • Compliance with all applicable laws and regulations
  • Other duties as assigned

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