Head of Sales

About Vouch:

Vouch is the insurance broker that powers ambition.

We’re a tech-enabled insurance advisory and brokerage purpose-built for growing companies in technology, life sciences, and professional services. Our clients are ambitious leaders building complex businesses, and we help them manage risk with tailored advice, smart coverage, and responsive service.

Backed by over $225M from world-class investors, Vouch combines deep industry expertise with AI-powered tools to deliver a better insurance experience. Our digital workflows reduce friction, speed up decisions, and give our clients the confidence to move faster.

Why should you join our team and Vouch?

Not only is this an exciting and growing team where you can drive a real impact on our operational scalability, but Vouch is also the preferred insurance provider to customers of Y Combinator, Brex, Carta, and WeWork. We’re a quickly growing startup that believes in transparency and acknowledgment with our team members and cultivating a values-driven company. Our values are “Put People First,” “Listen, Challenge, and Grow,” “Face challenges head-on and win as a team,” and “Serve clients with integrity and excellence.”

What does a work environment look like at Vouch?

Vouch has employees located across the U.S., with offices in San Francisco, Chicago, and New York City. This role can be based anywhere in the U.S. as long as you can work our Vouch core collaboration hours (8:30 am-2:30 pm Pacific Time) when most internal meetings are held.

What You’ll Do

• Define and execute Vouch’s overall sales strategy, aligned to revenue goals and the Vouch 2.0 trust strategy
• Lead, manage, and scale a team of producers and BDRs, fostering a culture of ambition, accountability, and trust
• Refine and operationalize a repeatable GTM motion across inbound and outbound segments
• Build and manage  a Center of Influence (COI) partner strategy to expand market reach, leveraging industry partners, advisors, and key influencers to accelerate lead generation and client acquisition.
• Ensure sales teams deliver a high-trust, high-NPS client experience at every step of the journey
• Collaborate with RevOps, Marketing, Client Management and Placements to strengthen cross-functional impact
• Partner with executive leadership on forecasting, planning, and new market/segment expansion
• Personally lead or support select large, complex opportunities and partnerships
  
  

About You

• 10+ years in sales, with 5+ years leading and scaling revenue teams
• Proven track record of managing quota-carrying teams with $20M+ revenue responsibility
• Demonstrated success in fast-growth, entrepreneurial environments
• Exceptional leadership and coaching ability — you build high-performing teams that people want to join and stay with
• Deeply data-driven, with strong forecasting discipline and process orientation
  
  

Nice to Have:

• Experience in commercial P&C insurance or adjacent financial services
• Background in startups, SaaS, or fintech, with GTM scaling experience
• Exposure to partnership-driven sales models (channel, referral, etc.)
  
  

What Success Looks Like (12–18 Months)

• Drive 30%+ YoY new business revenue growth
• Increase average revenue per client through product expansion
• Hire, ramp, and retain a high-performing sales org
• Deliver accurate and reliable forecasting for executive planning
• Strengthen trust & alignment across Marketing, Placements, and Client Management
  
  

Vouch provides several benefits to help you bring your best self to work:

• 💰 Competitive compensation and equity packages
• ⚕️ Health, dental, and vision insurance
• 👶 Parental leave<