Vp, Sales (east)

HealthJoy

Tampa, FL, United States
Base salary + commissions; stock options for eligi...
On-site (eastern us residents only)
5-7+ years leadership experience
10 years field sales experience
Benefits broker channel sales
HealthJoy is seeking a Vice President of Sales for the Eastern region, responsible for leading a high-performing sales team to drive strategic vision and revenue growth. The ideal candidate should have significant experience in sales leadership, particularly within the benefits brokerage sector, and be prepared to engage actively in both strategic planning and direct sales efforts

Job Summary

  • HealthJoy is a remote-first company with over $100M in fundraising driving a mission to simplify complex healthcare benefits.
  • The Vice President of Sales will lead the Eastern region team, balancing strategic vision with hands-on execution in a player/coach role.
  • The role offers a comprehensive total rewards package including medical, dental, vision, HSA match, stock options, and flexible PTO.

Matching Summary

Match Score: 85

HealthJoy is seeking a Vice President of Sales for the Eastern region, responsible for leading a high-performing sales team to drive strategic vision and revenue growth. The ideal candidate should have significant experience in sales leadership, particularly within the benefits brokerage sector, and be prepared to engage actively in both strategic planning and direct sales efforts.

Salary

Base salary and commissions; Stock options for eligible roles; Comprehensive benefits including medical, dental, vision, HSA match, 401k match, and paid parental leave

Skills & Requirements

Must-have

  • 5-7+ years leadership experience
  • 10 years field sales experience
  • Benefits broker channel sales
  • Mid-Market and Enterprise deal management
  • Salesforce CRM proficiency
  • C-suite executive engagement

Nice-to-have

  • Player/coach sales capacity
  • High growth startup environment
  • Strong analytical data approach
  • Cross-functional collaboration skills
  • Proactive market saturation mindset

Key Requirements

  • Minimum 5-7 years in senior sales leadership
  • Minimum 10 years in direct benefits broker sales
  • Experience managing Mid-Market/Enterprise deals ($50K-$500K+ ARR)
  • Ability to travel 50% of the time
  • Residency in the Eastern portion of the US

Work Rights

Must reside in the Eastern portion of the US

Tailored Resume

Cover Letter