Skip to content

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