Hi, we're Oscar. We're hiring a Account Executive to join our Lucie Platform SalesTeam.
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 Account Executive manages the full software sales cycle for small-to-mid market clients, from prospecting and discovery through contract execution and implementation handoff. You will partner with prospective customers to understand their financial and operational goals, demonstrating how the Lucie Platform delivers measurable value through cost containment, risk mitigation, and administrative efficiency. You will collaborate cross-functionally with Solutions Architecture, Product, and Services teams to develop ROI-driven proposals, deliver compelling platform demonstrations, and ensure a seamless customer onboarding experience while maintaining accurate CRM records and serving as the voice of the customer.
You will report into the Director, Business Solutions
Work Location: This is a remote position based in the field, open to candidates who reside: Florida. Your daily work will involve a blend of work from your home office and frequent local travel for client meetings. Occasional travel may be required for team meetings and company events. #LI-Remote
Pay Transparency: The base pay for this role is: $55,890 - $73,355 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and sales commissions.
Responsibilities:
- Manage the full software sales cycle for small-to-mid market clients, from outbound prospecting and discovery to contract execution.
- Use business acumen to understand a prospect's broader corporate financial goals, positioning our tech platform as a tool for cost-containment, risk mitigation, and administrative efficiency.
- Conduct compelling, data-driven platform demonstrations of the Lucie Platform.
- Maintain records of all sales activities, pipeline stages, and client communication within our CRM.
- Partner with internal solution architects and product teams to build and present comparative cost models that demonstrate clear return on investment and software value to prospective clients.
- Guide communication between customer and Lucie to provide feedback including product features and overall satisfaction
- Work with the Services team to guarantee a smooth onboarding and implementation experience.
- Compliance with all applicable laws and regulations
- Other duties as assigned
Requirements:
- 3+ years of professional sales experience
- Must be bilingual in Spanish
- Experience with the Affordable Care Act (ACA) Market
- Experience with Field Market Organization (FMO's)/General Agents (GA's) and Agent workflows and behaviors
Bonus points:
- 5+ years of consultative B2B sales experience in SaaS, HR technology, benefits administration, or healthcare technology.
- Experience selling to insurance agencies, brokers, Field Marketing Organizations (FMOs), General Agencies (GAs), or employer groups.
- Working knowledge of CRM platforms (e.g., Salesforce, HubSpot) and sales engagement tools.
- Experience presenting software demonstrations and communicating complex technical solutions to diverse audiences.
- Experience building business cases and explaining value through data-driven sales presentations.
- Familiarity with the individual health insurance market, ACA enrollment processes, and broker technology platforms.
- Experience collaborating with teams, including Product, Solutions Engineering, and Customer Success.
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 ([email protected]) 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.
Skills Required
- 3+ years of professional sales experience
- Bilingual proficiency in Spanish
- Foundational understanding of the Affordable Care Act market
- Strong understanding of Field Marketing Organizations, General Agencies, and agent workflows and behaviors
- 5+ years of consultative B2B sales experience, preferably in SaaS, HR technology, benefits administration, or healthcare technology
- Experience selling to insurance agencies, brokers, FMOs, GAs, or employer groups
- Working knowledge of CRM platforms such as Salesforce or HubSpot and sales engagement tools
- Experience presenting software demonstrations and communicating complex technical solutions
- Success building business cases and articulating ROI through data-driven sales presentations
- Familiarity with individual health insurance markets, ACA enrollment processes, and broker technology platforms
- Ability to collaborate effectively with Product, Solutions Engineering, and Customer Success teams
Oscar Health Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Oscar Health and has not been reviewed or approved by Oscar Health.
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Healthcare Strength — Employer-sponsored medical coverage for employees and their families with mental-health support is prominently offered. Wellness programming and digital care access add to perceived strength.
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Parental & Family Support — Paid parental leave of 10+ weeks, backup care, and family-forming support (including fertility and adoption benefits) are part of the package. Reproductive‑loss leave is also noted.
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Leave & Time Off Breadth — Multiple time‑off options, wellness days, and an unlimited vacation program for some roles are described. Paid holidays, paid sick time, and a long‑tenure sabbatical broaden time‑away choices.
Oscar Health Insights
What We Do
Health care is broken; we're trying to fix it. The Oscar team is focused on utilizing technology, design and data to humanize health care. We're a group of technology and health care professionals who looked at the current state of the US health care system, got frustrated by the horrible consumer experience, and decided to do something big about it. Backed by a renowned set of investors and advisors, we’ve set out to revolutionize health care.
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