Head of Agent Sales at SafetyWing
SafetyWing is Hiring
Job Info:
- Company SafetyWing
- Position Head of Agent Sales
- Location Remote.
- Source RealWorkFromAnywhere
- Published July 31, 2025
- Category Sales
- Type Full-Time
Job Description
🧘 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!
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
🧪 We are looking for someone who
- Has experience in B2B insurance sales, with a strong understanding of broker networks
- Knows how to recruit, onboard, and motivate licensed insurance brokers
- Is highly autonomous and thrives in entrepreneurial, build-from-scratch environments
- Brings an existing network or the resourcefulness to build one quickly
- Is energized by our mission to create a global social safety net-and wants to play a key role in bringing it to life
😀 We like to work with people who:
- Want to help build a global social safety net on the Internet.
- Think for themselves instead of copying others.
- Are willing to try new things, even with the risk of failure.
- Are intellectually curious and open to new ideas.
- Are creative and bold in the face of any problems.
- Have strong integrity and do the right thing.
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