Head of Sales - Workers Compensation Services

Rate-Fast - Santa Rosa, CA, USA

remote

Job Posting: Head of Sales – Worker’s Compensation Services Provider

Location: U.S.-based

Reports To: Chief Executive Officer (CEO)

Type: Full-Time

Compensation: Base Salary + Commissions

About RateFast

RateFast is a 100% remote services company powered by proprietary analytical and AI technology. We specialize in impairment ratings, medical reporting, and process improvement solutions for the workers’ compensation industry. Our platform simplifies the complex process of medical reporting and case resolution for physicians, clinics, self-insured employers, and insurance adjusters. Our mission is to bring speed, accuracy, and transparency to injury care and claims management.

https://www.rate-fast.com

Position Overview

We are seeking a strategic and results-driven Head of Sales to join our leadership team and drive the next phase of growth. This role is responsible for building and leading a high-performing sales organization, expanding our customer base, and deepening relationships with existing clients.

The ideal candidate has a proven track record of multiplying revenue year-over-year through a combination of direct sales and strategic partnerships. As a fully remote company, we value individuals who thrive in a distributed environment, work independently, and collaborate respectfully with their teammates.

Key Responsibilities

Sales Strategy & Execution

  • Develop and implement a scalable sales strategy aligned with company growth goals.

  • Drive new customer acquisition and expand existing accounts.

  • Focus on key segments: physicians, clinics, self-insured employers, insurance adjusters, and workers’ comp professionals.

  • Utilize direct sales and partnerships to drive exponential revenue growth.

  • Leverage HubSpot CRM to manage pipeline and optimize outreach.

Team Building & Leadership

  • Build and lead a high-performing sales team from the ground up.

  • Recruit and mentor sales professionals with healthcare and workers’ comp experience.

  • Foster a culture of accountability, collaboration, and continuous improvement.

Customer Engagement

  • Cultivate strong relationships with key clients and industry stakeholders.

  • Understand customer pain points and position RateFast’s solutions effectively.

  • Represent RateFast at industry events, conferences, and client meetings.

Cross-Functional Collaboration

  • Partner with Marketing, Product, and Customer Success to align go-to-market efforts.

  • Provide market intelligence to inform product development and positioning.

  • Collaborate on pricing, packaging, and promotional strategies.

Forecasting & Reporting

  • Own sales forecasting, pipeline management, and revenue reporting.

  • Deliver regular performance updates to executive leadership and the board.

Qualifications

  • 8+ years of B2B sales experience, including 3+ years in a leadership role.

  • Proven success in scaling services revenue through direct sales and partnerships.

  • Deep understanding of the workers’ compensation industry and medical reporting workflows.

  • Experience building and scaling sales teams.

  • Proficiency with HubSpot CRM and sales analytics tools.

  • Strong communication, negotiation, and presentation skills.

  • Self-motivated and effective in a fully remote, distributed team environment.

  • Bachelor’s degree required; MBA or advanced degree is a plus.

What We Offer

  • Competitive base salary + commissions

  • Equity options

  • Flexible, fully remote work environment

  • A leadership role in shaping the future of injury care and workers’ compensation technology

To Apply

Please submit your resume and a brief cover letter outlining your relevant experience and interest in the role.  jobs@rate-fast.com.

No recruiters, only applicants should submit.

Equal Opportunity & Labor Compliance

RateFast is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity or expression, sexual orientation, national origin, disability, age, or veteran status.

In compliance with California labor laws, RateFast provides all required notices and disclosures to employees and applicants, including those related to wage transparency, paid sick leave, family and medical leave, and workplace safety. We are committed to maintaining a fair, respectful, and legally compliant workplace.