Chief People Officer, Headspace Health

• At least five (5) years of experience in a senior HR exec position (VP, SVP, EVP)
• Proven experience leading HR in high-growth, dynamic organizations, preferably within multi-class workforces (e.g., corporate and technical/frontline teams)
• Strong knowledge of compliance requirements
• Demonstrated ability to lead through significant organizational change and transformation, with a focus on building scalable HR infrastructure
• Experience building high-performing cultures, with a strong track record of talent development, performance management, and leadership coaching
• Data-driven and analytical, with excellent pattern recognition and the ability to translate insights into action
• Exceptional executive presence, able to connect with employees at all levels—from early career to member-facing employees to the boardroom
• Strong communication and interpersonal skills, with the gravitas to influence senior leaders and navigate complex challenges
• A history of successfully building and optimizing Total Rewards programs and experience gaining buy-in from Compensation Committee members
• Business acumen and strategic mindset, with the ability to balance employee needs and commercial realities

Desirable

• Our mission drives everything we do, and we're looking for a dynamic and visionary Chief People Officer (CPO) to help us scale, innovate, and ensure a high-performing, values-aligned workplace culture
• Reporting to the CEO, the Chief People Officer will lead and manage our entire people function, overseeing all aspects of talent strategy, including employee experience, compliance, performance management, compensation, learning and development, and organizational design
• This is a unique opportunity to impact the business beyond HR, acting as both a strategic business leader and a key cultural architect as we continue to grow and scale
• Strategic Leadership: Serve as a trusted advisor and business partner to the Headspace executive team, providing thought leadership on talent strategy, organizational development, and HR operations
• Workforce Management: Manage a diverse workforce that spans corporate functions, technical, and frontline member-facing employees. Design and implement a holistic HR strategy that addresses the distinct needs of both hourly and salaried teams
• Compliance and Change Management: Ensure compliance with relevant regulations and lead the organization through transformational changes, particularly as we scale. Act as a change agent who knows how to make tough decisions while maintaining trust and credibility
• Performance Culture: Build and embed a high-accountability, performance-driven culture with robust feedback loops, and clear performance management systems
• Executive Team Optimization: Assess and optimize the executive team's performance. Provide coaching and development to enhance leadership capabilities and improve decision-making across the organization
• Data-Driven Decisions: Leverage analytics and data to guide people decisions, identify talent trends, and optimize workforce planning. Strong pattern recognition and data-backed instincts are critical
• Talent Density: Lead high-quality, high-volume recruiting efforts while building a high-performing HR team capable of adapting as the company grows
• Compensation & Benefits: Oversee the design and execution of competitive pay-for-performance compensation structures, including cash, bonus, and equity programs that align with company goals
• Cultural Champion: Be a brand evangelist within the HR community and act as an ambassador in the marketplace, ensuring Headspace is known for innovative, impactful people practices
• Employee Experience: Continuously improve employee engagement and satisfaction, ensuring our people are empowered to do their best work while aligning with the pragmatic needs of the business