Head of Sales

Role Overview

Lead and scale a high-performing sales organization focused on expanding access to consumer financial protection products. The position combines hands-on sales leadership with long-term organizational design, including hiring, coaching, staffing, compensation, and sales process development.

What You Will Do

Manage multiple teams and managers, define and own KPIs, recruit and develop high-performing licensed agents and sales managers, build and continuously improve sales playbooks, and partner with Product and Marketing to establish experimentation roadmaps.

Why It Might Be a Fit

This is an opportunity for an experienced sales leader to shape a growing organization, build scalable playbooks and culture, and make a meaningful impact in a technology-driven environment.

Requirements

• 8–12+ years of sales leadership experience
• Proven track record of owning a sales organization, exceeding revenue targets, and scaling performance through headcount growth and operational improvements
• Deep experience with final expense, whole life, or related protection products
• Demonstrated experience designing and managing agent compensation plans, performance management frameworks, and staffing models at scale
• Strong analytical and operational capabilities, with expertise in forecasting, pipeline management, CRM systems, and sales or telephony platforms
• Ability to translate performance data into clear priorities, rapid decisions, and measurable operational improvements
• Exceptional coaching and talent development skills, with a track record of strengthening manager capabilities and building high-performance teams
• Strong cross-functional collaboration skills, with the ability to use customer insights and data to influence Product, Marketing, Finance, and Operations

Benefits

• US national base salary range of $178,000–$315,000
• Potential additional compensation through bonus and/or equity
• Comprehensive benefits package
• Opportunity to lead and scale a significant sales organization in a technology-driven environment
• High-impact leadership role with substantial ownership over sales strategy, operations, and organizational growth
• Opportunities to build teams, develop leaders, and shape sales culture and processes
• Close collaboration with Product, Marketing, Finance, and Operations teams
• Inclusive environment focused on diversity, authenticity, and equal opportunity
• Opportunity to work on products designed to make life insurance more accessible to consumers