Note: The job is a remote job and is open to candidates in USA. Oscar Health is a health insurance company built around a technology platform focused on serving its members. The Account Executive will manage the full software sales cycle for small-to-mid-market clients, develop ROI-driven proposals and platform demonstrations, maintain CRM records, and coordinate with internal teams to support customer onboarding and implementation.
Responsibilities
- Manage the full software sales cycle for small-to-mid market clients, from outbound prospecting and discovery to contract execution
- Leverage 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 meticulous 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 ROI and software value to prospective clients
- Act as a liaison between customer and Lucie to provide feedback including product features and overall satisfaction
- Work closely with the Services team to ensure a smooth onboarding and implementation experience
- Compliance with all applicable laws and regulations
- Other duties as assigned
Skills
- 3+ years of professional sales experience
- Must be bilingual in Spanish
- Foundational understanding of the Affordable Care Act (ACA) Market
- Strong understanding of Field Market Organization (FMO's)/General Agents (GA's) and Agent workflows and behaviors
- 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
- 5+ years of consultative B2B sales experience, preferably 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
- Demonstrated success building business cases and articulating ROI through data-driven sales presentations
- Familiarity with the individual health insurance market, ACA enrollment processes, and broker technology platforms
- Proven ability to collaborate effectively with cross-functional teams, including Product, Solutions Engineering, and Customer Success
Benefits
- Employee benefits
- Participation in Oscar's unlimited vacation program
- Sales commissions
- Remote position based in the field, with a blend of work from your home office and frequent local travel for client meetings
- Medical, dental, and vision benefits
- 11 paid holidays
- Paid sick time
- Paid parental leave
- 401(k) plan participation
- Life and disability insurance
- Paid wellness time and reimbursements
Company Overview