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Head of Talent Growth

SafetyWing

SafetyWing

People & HR, Sales & Business Development
Remote
Posted on Aug 7, 2025
SafetyWing (YC W18) is seeking a Head of Talent Growth to help shape the future of our organization by aligning people development with our strategic direction. This is a unique role for someone who thrives at the intersection of training and coaching, organizational design, and high-level problem solving.

You’ll work closely with the founders to ensure our people systems and development strategies support our long-term vision. From facilitating leadership training to shaping org structure and co-creating personalized career paths, you’ll play a key role in helping our team grow - both individually and collectively. This is a strategic individual contributor role - you’ll collaborate across the people function to shape a cohesive and joyful team experience.

We are on a mission to remove the role of geographical borders as a barrier to equal opportunities and freedom for everyone. And we are doing that by creating simple health, insurance, and retirement products for remote workers worldwide as a replacement for national welfare systems.
Department
Operations
Employment Type
Permanent - Full Time
Location
Remote
Workplace type
Fully remote

💻 Your responsibilities will include

  • Advising founders and leaders on people strategy (talent development, effective management, etc.) that fuels our growth
  • Ensure every team is set up for success through thoughtful org design, team composition, and development support
  • Define what great performance looks like and support the team in meeting those standards
  • Identify underperformance early and recommend coaching, structural changes, or transitions where needed
  • Create feedback loops to regularly gather insights from team members and use them to guide improvements in team experience and leadership
  • Designing and running team-wide workshops on feedback, collaboration, and leadership
  • Coaching team members to co-create personal growth paths aligned with our scale and team goals
  • Collaborating cross-functionally to unblock people-related bottlenecks

🧪 We are looking for someone who

  • Has built or scaled talent programs in high-growth, mission-driven companies
  • Brings strong systems thinking and connects people practices to business outcomes
  • Is energized by coaching, facilitating, and empowering people to grow
  • Strong communicator with high emotional intelligence and interpersonal skills
  • Has experience designing and leading high-impact training or coaching programs
  • Is comfortable advising founders and leaders on both strategic and people topics
  • Uses feedback, metrics, and data to evaluate impact and guide improvements
😀 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
  • 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 hear from you!

About SafetyWing

SafetyWing was founded to support nomads like ourselves by building an adaptable software-based global social safety net.
Our products are created by a fully remote team distributed across the globe and stretching ten timezones while headquartered in San Francisco.
We’re here to remove the role of geographical borders as a barrier to equal opportunities and freedom for everyone.

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