VP of Sales, Health Insurance Vertical at Gradient AI


Company Logo

Gradient AI is Hiring

Job Info:
  • Company Gradient AI
  • Position VP of Sales, Health Insurance Vertical
  • Location Remote 🌎
  • Source Empllo
  • Published September 18, 2026
  • Category Sales
  • Type Full-Time
  • Experience Director
  • Salary $500k - $500k


Job Description

📋 Description

  • Recruit, coach, and manage a team of enterprise sales reps, setting clear expectations around
  • Own regional sales targets, ensuring the team hits, achieves, and exceeds monthly and annual
  • Conduct regular 1:1s and pipeline reviews with each rep to identify coaching opportunities, remove
  • Lead by example on key deals, stepping into complex or strategic opportunities to model
  • Own hiring, onboarding, and ramp planning for new reps joining the team
  • Identify underperformance early and create improvement plans, while recognizing and developing high

🎯 Requirements

  • 10+ years of enterprise SaaS or technology sales experience, including experience leading
  • Domain expertise in the health insurance space
  • Proven experience hiring, onboarding, and developing sales talent, including identifying and
  • A strong consultative and strategic mindset with prior experience rolling out a new sales process
  • Ideally prior experience navigating complex buying committees, including Chief Actuaries, CMOs, VPs
  • Outstanding verbal and written communication skills

🎁 Benefits

  • A fun, team-oriented startup culture
  • Generous stock options - we all get to own a piece of what we’re building
  • Unlimited vacation days
  • Flexible schedule that supports working from home
  • Full benefits package includes medical, dental, vision, 401k, paid paternal leave, and more
  • Ample opportunities to learn and take on new responsibilities