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