AVP of Sales, Insurance

Job Details 

We are seeking an accomplished AVP of Sales to lead and scale our Insurance Vertical following a record-breaking year in bookings and team performance. Reporting to the VP of Sales, this high-visibility leadership role is responsible for guiding and developing a team of six Regional Sales Leaders and Account Executives. The ideal candidate thrives in growth environments, builds elite teams, and translates strategy into consistent, repeatable execution.

You will inherit a strong-performing sales organization, a differentiated product, and significant market momentum. Your mission is to accelerate growth, elevate performance, and position the Insurance vertical as a flagship engine of revenue for InvoiceCloud.

Success Profile:

At InvoiceCloud, success is anchored in our core competencies. These competencies guide how every employee delivers impact across their role.

• Owns the overall performance, bookings results, and revenue outcomes for the Insurance vertical, consistently exceeding quarterly and annual targets.
• Develops and executes a clear sales strategy aligned with company objectives, translating growth goals into disciplined execution across regions.
• Optimizes territory design, account coverage, pipeline management, and forecasting rigor to maximize conversion and revenue predictability.
• Personally engages in strategic, high-value opportunities and executive-level deals to drive material business impact.

• Coaches, develops, and elevates a team of experienced sellers, setting a high bar for performance, accountability, and professional growth.
• Creates and sustains a high-performance culture grounded in transparency, collaboration, and ownership of outcomes.
• Serves as a visible leader and role model for disciplined sales execution, reinforcing best practices and consistent operating standards.
• Identifies scalable best practices and replicates success across regions to strengthen team capability and results.

• Establishes and refines sales processes, pipeline hygiene, and forecasting discipline to support scalable growth and operational excellence.
• Leverages data, insights, and performance trends to inform decisions, improve conversion rates, and prioritize the highest-impact initiatives.
• Partners closely with Marketing, Product, Customer Success, and Revenue Operations to align go-to-market execution and remove friction.
• Uses data, automation, and emerging AI-enabled insights to improve pipeline visibility, forecast accuracy, and execution efficiency at scale.

• Acts as a subject-matter leader within the Insurance market, representing InvoiceCloud with credibility and authority.
• Builds strong relationships with senior customer stakeholders, including VP- and C-suite-level executives.
• Represents the Insurance vertical internally and externally as the business scales, influencing cross-functional alignment and strategic direction.
• Demonstrates strong executive presence and communication skills to influence across functions and drive change.

• 10+ years of B2B sales experience, with 5+ years in sales leadership
• Proven success leading regional or vertical sales teams in a growth-stage or scaling organization
• Experience selling enterprise or mid-market SaaS, fintech, or complex solutions (Insurance and payments experience strongly preferred)
• Demonstrated track record of exceeding revenue targets and building high-performing teams

• Strategic thinker who can execute day-to-day
• Coach-first leader who develops talent and raises the bar
• Comfortable driving change and scaling what works
• Strong executive presence with the ability to influence across functions

• Forecasting, pipeline management, and data-driven decision making
• Complex deal strategy and negotiation
• Cross-functional leadership and collaboration
• Clear, compelling communicator

• Medical, dental, vision, life & disability insurance
• 401(k) plan with company match
• Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays
• Mental health resources
• Paid parental leave and Backup Care
• Tuition reimbursement
• Employee Resource Groups (ERGs)