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Head of Agent Sales Growth

SafetyWing
Full-time
Remote
Worldwide
SafetyWing (YC W18) is seeking a Head of Agent Sales to create and lead a new global network of commission-only agents from the ground up. This is not an ordinary sales leadership role - it’s entrepreneurial, high-risk, and high-reward. You’ll be paid a commission on all sales made in your network, meaning success could lead to substantial income.

This role is focused on Remote Health - a global health insurance plan that works in over 175+ countries and follows you wherever you go. It is used by globally distributed teams and businesses that operate remotely. 

At SafetyWing, we’re building a global social safety net for remote workers - simple health, insurance, and retirement products designed to replace national welfare systems. Our mission is to remove geographical borders as a barrier to equal opportunity and freedom for everyone. If we succeed, we believe this will be one of the most important tasks of our time.

💻 Your responsibilities will include

  • Designing and launching a global, commission-only agent sales organization for Remote Health
  • Recruiting, onboarding, and motivating agents to achieve ambitious sales goals
  • Building scalable systems, processes, and playbooks for rapid growth - targeting 1,000 active agents within two years
  • Leveraging our tools (HubSpot, Apollo, Gong) and legal/HR resources to keep your focus entirely on sales
  • Upholding SafetyWing’s values and ensuring agents are trained to do the same

🧘 What we offer

  • Fully remote work environment - work from anywhere globally
  • Commission-only structure with uncapped earning potential (high reward for success)
  • Access to top-tier sales tools and operational support, so you can focus on building sales
  • The opportunity to scale a global sales organization and leave a lasting impact

🚀 We look forward to hearing from you!