Associate, Lucie Training & Sales Enablement
Oscar Health · New York, New York, United States
Posted 26 days ago · $91,908.00 - $120,629.25
or apply directly on Oscar Health's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 26 days Oscar Health's roles stay open a median of 41 days
- Reposted
- No
- Salary listed
- Yes 90% of Oscar Health's roles list one
- Ghost-job risk at Oscar Health
- low 0 stale, 9 reposted of 303 open
- Hiring momentum
- 439 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-09-17
Measured from postings appearing on and disappearing from Oscar Health's own greenhouse board since 2026-08-03. Full hiring picture for Oscar Health.
About this role
The Bilingual Sales Trainer & Enablement Associate at Oscar is responsible for creating and delivering sales training programs in both English and Spanish to enhance agent performance and platform adoption. This role involves collaborating with various departments to translate complex concepts into effective training materials, conducting webinars, and engaging participants through interactive learning formats. The position requires a hybrid work schedule with three days in the New York office each week.
- benefits
- 5/5
- freshness
- 4/5
- career value
- 4/5
- role clarity
- 4/5
- pay transparency
- 5/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Oscar Health as an employer.
What you need
- 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
Nice to have
- Health insurance related experience including familiarity with ACA Marketplace Insurance and ancillary/supplemental insurance
- Experience in fast-paced environments
What you get
- Base pay range of $91,908.00 - $120,629.25 per year
- Participation in Oscar's unlimited vacation program
- Annual performance bonuses
- Medical, dental, and vision benefits
- 11 paid holidays
- Paid sick time
Worth weighing
- Hybrid work schedule with required in-office days
- Role involves a significant amount of training and facilitation, which may not suit all candidates
- No specific mention of career advancement opportunities
- Pay transparency provided, but final offer amounts depend on various factors
Summarised from Oscar Health's posting. Read the full original.
Listed by Oscar Health on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.
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