Head of Sales

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Head of Sales based in United States.

This role will lead and scale a high-performing sales organization focused on expanding access to consumer financial protection products. You will own the strategy, operating model, and performance engine across multiple sales teams and management layers. The position combines hands-on sales leadership with long-term organizational design, including hiring, coaching, staffing, compensation, and sales process development. You will use data and customer insights to improve performance, establish clear accountability, and drive sustainable revenue growth. Close collaboration with Product, Marketing, and Finance will be essential as you develop new sales motions and experimentation strategies. 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.

Accountabilities:

• Lead the overall Sales organization, managing multiple teams and managers while driving consistent performance against business objectives.
• Define and own KPIs across production, activity, efficiency, quality, and revenue, establishing a data-driven culture with clear accountability at every level.
• Recruit, develop, and scale high-performing licensed agents and sales managers, creating career paths and maintaining a strong performance culture.
• Build and continuously improve sales playbooks, scripts, processes, and sales motions tailored to high-volume consumer insurance customers.
• Develop coaching programs covering call reviews, shadowing, certifications, performance management, and improvement plans for agents and managers.
• Partner with Product and Marketing to establish experimentation roadmaps, test new sales motions, and identify opportunities to improve customer and business outcomes.
• Work with Finance and Marketing to develop staffing models that support coverage, ramp capacity, productivity, and growth targets.
• Design and evolve compensation plans that align agent and manager incentives with organizational and revenue objectives.
• Use sales performance data, forecasting, pipeline insights, and customer feedback to identify opportunities for operational improvement and rapid execution.
• Build the organizational structure, operating playbooks, and leadership culture required to support continued growth.

Requirements:

• 8-12+ years of sales leadership experience, including direct ownership of inside sales teams of 30+ people in a B2C or high-volume direct-to-consumer environment.
• 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 is strongly preferred; backgrounds in B2C insurance, insurtech, or high-velocity consumer sales are also relevant.
• 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 such as Salesforce and Regal or equivalent tools.
• 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.
• Comfortable operating in a fast-moving, technology-focused environment with a strong bias toward action, ownership, experimentation, and continuous improvement.
• Builder mindset with the ability to balance immediate sales performance with the development of scalable systems, processes, and organizational capabilities.

Benefits:

• US national base salary range of $178,000-$315,000.
• Compensation range varies based on role level, location, skills, experience, education, training, and other relevant factors.
• Potential additional compensation through bonus and/or equity, in addition to the base salary.
• Comprehensive benefits package, with details available through the employer’s benefits program.
• Remote-first position open to US-based employees.
• 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.