VP of Sales – Health Insurance Vertical

This is a fully remote position, open to applicants in United States.

📋 Description

• Recruit, mentor, and oversee a team of enterprise sales representatives.

• Establish expectations regarding pipeline management, forecasting, and consultative selling standards.

• Take ownership of regional sales objectives and guarantee that the team achieves or surpasses monthly and annual quotas.

• Ensure accurate forecasting and pipeline reporting using Salesforce.

• Conduct frequent one-on-one meetings and pipeline evaluations with representatives.

• Identify coaching opportunities, eliminate obstacles, and reinforce consultative selling techniques.

• Lead strategically significant deals and exemplify consultative selling practices.

• Build strong relationships with key accounts.

• Manage the hiring, onboarding, and ramp-up process for new representatives.

• Recognize underperformance and develop improvement strategies.

• Identify and nurture high-performing individuals.

• Collaborate with Marketing, Product, and Customer Success teams to provide field feedback and influence regional demand generation and messaging.

• Represent the team during leadership forecasting calls and quarterly business reviews.

• Offer insights into regional trends, risks, and opportunities.

⛳️ Requirements

• Over 10 years of experience in enterprise SaaS or technology sales, including leadership, coaching, or mentoring roles within a sales team.

• Expertise in the health insurance sector.

• Demonstrated success in hiring, onboarding, and nurturing sales talent, with the ability to identify and address underperformance.

• Strong consultative and strategic approach, with prior experience implementing a new sales process or methodology across a team.

• Ideally, experience navigating complex buying committees, including Chief Actuaries, CMOs, VPs of Underwriting, and CFOs at health carriers and benefits organizations.

• Excellent verbal and written communication abilities.

• Capability to lead independently in a fast-paced, collaborative startup environment.

• Comfort with ambiguity and a proactive attitude towards action.

🏝️ Benefits

• A vibrant, team-oriented startup culture.

• Generous stock options.

• Unlimited vacation days.

• Flexible schedule that accommodates remote work.

• Comprehensive benefits package, including medical, dental, vision, 401k, paid parental leave, and more.

• Numerous opportunities for learning and taking on new responsibilities.

• Commission.

• Equity grant.

• Comprehensive benefits package.

• Strong accelerators included in OTE.