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VP of Sales – Health Insurance Vertical
Gradient AI. Recruit, coach, and manage a team of enterprise sales representatives .
Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates extensive experience in enterprise SaaS sales, with a strong focus on team leadership, consultative selling, and strategic deal management. Proven ability to hire, onboard, and develop sales talent while maintaining accurate forecasting and pipeline reporting.
Highest-signal resume keywords
Enterprise SaaS Sales ExperienceTeam Leadership and CoachingConsultative SellingSalesforce ProficiencyHealth Insurance Domain Expertise
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Sales Process ImplementationPipeline ManagementForecastingPerformance Improvement PlanningConsultative Selling Standards
Soft Skills
Outstanding Communication SkillsSelf-Driven LeadershipCollaborationComfort with AmbiguityBias Toward Action
Tools & Technologies
Salesforce
Industry Keywords
Health InsuranceEnterprise SalesTechnology SalesHiring and OnboardingComplex Buying Committees
About the role
Key responsibilities & impact- Recruit, coach, and manage a team of enterprise sales representatives
- Set expectations around pipeline, forecasting, and consultative selling standards
- Own regional sales targets and ensure the team meets or exceeds monthly and annual quotas
- Maintain accurate forecasting and pipeline reporting in Salesforce
- Conduct regular one-to-ones and pipeline reviews with representatives
- Identify coaching opportunities, remove blockers, and reinforce consultative selling
- Lead strategically important deals and model consultative selling
- Build credibility with major accounts
- Own hiring, onboarding, and ramp planning for new representatives
- Identify underperformance and create improvement plans
- Recognize and develop high performers
- Partner with Marketing, Product, and Customer Success to relay field feedback and shape regional demand generation and messaging
- Represent the team in leadership forecasting calls and quarterly business reviews
- Provide visibility into regional trends, risks, and opportunities
Requirements
What you’ll need- 10+ years of enterprise SaaS or technology sales experience, including experience leading, coaching, or mentoring a sales team
- Domain expertise in the health insurance space
- Proven experience hiring, onboarding, and developing sales talent, including identifying and addressing underperformance
- Strong consultative and strategic mindset with prior experience rolling out a new sales process or methodology across a team
- Ideally, prior experience navigating complex buying committees, including Chief Actuaries, CMOs, VPs of Underwriting, and CFOs at health carriers and benefits organizations
- Outstanding verbal and written communication skills
- Ability to lead in a self-driven manner within a fast-paced, collaborative startup environment
- Comfort with ambiguity and a bias toward action
Benefits
Comp & perks- A fun, team-oriented startup culture
- Generous stock options
- Unlimited vacation days
- Flexible schedule that supports working from home
- Full benefits package including medical, dental, vision, 401k, paid paternal leave, and more
- Ample opportunities to learn and take on new responsibilities
- Commission
- Equity grant
- Comprehensive benefits package
- Strong accelerators included in OTE