Remote Jobs - SafetyWing: Head of Lead Generation

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SafetyWing: Head of Lead Generation

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Headquarters: San Francisco, CA
URL: SafetyWing - Insurance for remote workers

About SafetyWing​

At SafetyWing (YC W18), 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.

‍ About the Role​

We’re looking for a driven, strategic, and inspiring Head of Lead Generation to elevate and empower our Opener team. As the Head of Lead Generation, you'll be the architect of our top-of-funnel strategy, designing systems, tools, and campaigns that scale.

We’re looking for someone with a tech-forward mindset - someone excited about exploring AI tools, automation, and unconventional go-to-market tactics to push boundaries and shape the future of outbound lead generation. If you’re energized by ambiguity, love turning blank pages into blueprints, and want to make your mark in a space that’s rapidly evolving, this role is your launchpad.

Your responsibilities will include:​

• Drive rapid and sustained growth in qualified opportunities, pushing the limits of what’s possible through smart experimentation and creative execution
• Build and scale creative outbound systems using tools like Clay and HubSpot, blending data scraping, AI enrichment, and campaign orchestration
• Experiment with next-gen Go-To-Market tactics and trend-driven outreach angles that stand out in crowded inboxes
• Track and analyze campaign performance, and report weekly metrics and forecasts to the Head of Sales
• Act as an empathetic coach, mentor, and energetic leader for our team of Sales Openers
• Motivate the team through thoughtful recognition and a fun, high-energy culture that celebrates wins

We are looking for someone who:​

• Has 4+ years experience in sales, growth, or lead generation role in a B2B environment
• Is an empathetic coach who inspires growth and high performance
• Spots trends early and knows how to translate them into commercial opportunities
• Is tech-savvy and fluent in modern sales tools
• Is a creative problem-solver, with entrepreneurial mindset
• Writes exceptionally well, with a sharp tone and clear value-driven messaging

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

What we offer:​

• Fully remote work environment – work from anywhere globally
• Competitive salary and equity compensation
• Premium health insurance that travels with you
• A personal development budget
• Laptop and office stipends
• A minimum of four weeks of vacation per year
• Travel insurance any time you travel
• Multiple team gatherings per year in amazing locations - our previous meetups were in Mexico, Bali, Siglufjörður and Hoi An

We look forward to hearing from you!​

To apply: Remote Head of Lead Generation at SafetyWing

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