Account Executive – Lower Mid-Market (East & West)
United StatesAccount ExecutiveRemote5+ YOE
Summary
Acquire new mid-market employer customers (500-4,999 employees) through full-cycle sales, including prospecting, consultative presentations to HR leaders, and driving activation/expansion. Requires 5-8+ years B2B sales experience with quota attainment in health benefits or digital health.
About the role
Responsibilities
- Own the entire sales cycle for employers with 500–4,999 employees.
- Prospect, qualify, and build pipeline through brokers, consultants, and direct channels.
- Deliver compelling consultative presentations to HR, Benefits, and Total Rewards leaders.
- Partner with sales engineering, product, clinical, and leadership resources to shape customer solutions.
- Work with Customer Success to ensure strong activation and employee engagement at launch.
- Drive first-year success metrics, including adoption and program design quality.
- Promote strong employer plan design, including full subsidy or first-dollar preventive coverage, multi-year agreements, and eligibility expansion.
- Earn expansion credit for adding new employee groups, converting pilots to full population, and moving from voluntary to subsidized programs.
Qualifications
- 5–8+ years of B2B sales experience, ideally in health benefits, digital health, or employee wellbeing.
- Track record of exceeding quota in mid-market sales.
- Experience selling into HR, Total Rewards, and benefits consultants preferred.
- Strong consultative and solution-oriented sales skills.
- Ability to operate autonomously in a fast-scaling environment.
Quota & Performance Expectations
- Quarterly quotas aligned to annual target of 10–14 new logos.
- Ramp period: Q1: 50% quota, Q2: 75% quota, Q3+: Full quota.
Skills
B2B SalesConsultative SellingHR SalesBenefits SalesQuota AttainmentPipeline ManagementProspectingSales EngineeringCustomer ActivationPlan Design