San Francisco, CA or Nashville, TN Hybrid Employment $165,000 - $210,000

Pilot is hiring a Head of People

About the Role

The organization seeks a strategic leader to oversee all aspects of human resources, including talent development, performance systems, compensation, and culture initiatives. This role will align people operations with business goals and support leadership in building high-performing teams.

Responsibilities

  • Lead the design and execution of comprehensive people strategies
  • Develop frameworks for performance management and employee growth
  • Partner with executives to strengthen leadership capabilities
  • Oversee compensation and benefits programs ensuring market competitiveness
  • Guide organizational design during periods of growth and change
  • Establish inclusive practices across hiring, promotion, and retention
  • Manage employee relations with fairness and consistency
  • Build data-driven HR metrics to inform decision-making
  • Support change management initiatives across departments
  • Ensure compliance with employment laws and regulations
  • Lead diversity, equity, and inclusion strategy implementation
  • Evaluate and improve onboarding and offboarding processes
  • Develop learning and development programs for all levels
  • Foster a culture of feedback and continuous improvement
  • Manage external HR consultants and vendors
  • Oversee people analytics and workforce planning
  • Align HR policies with company values and legal standards
  • Drive engagement through regular employee listening
  • Lead HR technology selection and implementation
  • Maintain up-to-date knowledge of labor trends and regulations
  • Support international team expansion with localized practices
  • Champion ethical and transparent HR practices
  • Prepare executive reports on people metrics and risks
  • Promote psychological safety and well-being initiatives
  • Ensure consistent application of HR principles across regions

Compensation

Competitive salary and equity package

Work Arrangement

Hybrid work model with flexibility based on role and location

Team

Part of the executive leadership team shaping company culture and people strategy

Our Values

  • We prioritize long-term relationships over short-term gains
  • We believe in transparency, direct communication, and accountability
  • We value continuous learning and personal growth
  • We foster a culture of respect and inclusion
  • We aim to make work meaningful and sustainable

Growth Opportunities

  • Leadership will have access to executive coaching and peer networks
  • Opportunities to shape company-wide initiatives from inception
  • Regular exposure to board-level discussions and strategic planning
  • Chance to build and scale a global people function
  • Collaboration with cross-functional leaders on organizational design

Available for qualified candidates requiring sponsorship

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About company
Pilot
Pilot provides small businesses with dedicated finance experts who learn the ins-and-outs of their business, delivering accurate, consistent bookkeeping and financial management and tax services.
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Job Details
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Posted an hour ago