Specialist, Sales Enablement and Training

Tempe, Arizona, United StatesPosted 3 days ago

Role Overview

Oscar is hiring a entry-level Specialist, Sales Enablement and Training. This is a full-time hybrid role, based in Tempe, Arizona. posted 3 days ago. Full responsibilities, required qualifications, and the apply link are listed in the description below.

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Job description

Hi, we're Oscar. We're hiring a Specialist, Sales Enablement and Training to join our 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:

The Sales Enablement and Training Specialist supports the marketing organization by executing and delivering impactful training programs and sales enablement resources. This role is responsible for facilitating webinars, developing engaging training materials, contributing to sales collateral, and driving adoption of key platforms and tools. This individual serves as a frontline facilitator who brings enablement strategy to life, ensuring every training interaction is engaging, accurate, and aligned with business goals.

You will report into the Head of Lucie Marketing.

Work Location: This position is based in our Tempe, AZ 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: $31.17- $40.91 per hour. You are also eligible for employee benefits and monthly vacation accrual at a rate of 15 days per year.

Responsibilities:

Assist in developing B2B materials, including sales collateral, flyers, walkthroughs, demos, and product videos
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
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

Requirements:

1+ years of experience in training, sales enablement, learning & development, or a related role
Experience developing training materials, sales collateral, and multimedia content (including demos and video)
Familiarity with ACA Marketplace, CMS regulations, and Supplemental products
Experience leading webinars, presentations, and creating training materials
Ability to support sales enablement initiatives
Strong ability to simplify complex insurance and technology concepts for audiences
Bachelor's degree in Business, Marketing, Communications, Education, or a related field (or equivalent professional experience)

Bonus points:

Health insurance related experience including familiarity with ACA Marketplace Insurance and ancillary/supplemental insurance.

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 (accommodations@hioscar.com) to make the need for an accommodation known.

California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy.

About Oscar

Oscar

hioscar.com

Hybrid

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Frequently Asked Questions

How do I apply for the Specialist, Sales Enablement and Training position at Oscar?

Use the Apply button above to submit your application directly to Oscar. Most applications take less than 5 minutes if your resume and contact details are ready, and you'll be routed to the employer's official application system to finish.

Is the Specialist, Sales Enablement and Training role at Oscar remote or in-office?

This is a hybrid role based in Tempe, Arizona. Expect a mix of in-office and remote days, with the specific cadence set by the hiring manager.

What does a Specialist, Sales Enablement and Training at Oscar earn?

Oscar has not disclosed a salary range in this posting. Many employers share specifics later in the interview process; you can also ask during a recruiter screen if compensation transparency is important to you.

When was the Specialist, Sales Enablement and Training role at Oscar posted?

This role was posted on July 9, 2026 (3 days ago). It's still listed as actively hiring; we re-confirm openings against the source system multiple times per day and remove closed roles.

Is the Specialist, Sales Enablement and Training role at Oscar entry-level?

Yes. This is an entry-level position. Strong candidates typically have 0-2 years of relevant work experience, internships, or significant project work. Read the full description for any specific qualification requirements Oscar has listed.