Leadership Partner, People Strategy

As a Leadership Partner, People Strategy at Headway, you will play a critical role in shaping the people strategy for our Engineering, Data, Product, Design, and Product Marketing teams. Partnering closely with the CTO and VP of Product, you will provide strategic counsel on performance management, leadership coaching, talent development, employee relations, and org design. You'll use data-driven insights to identify trends, influence decision-making, and drive scalable, high-impact people initiatives. Your work will uphold Headway’s values and Olympic-level performance culture, ensuring our teams are engaged, empowered, and performing at their best. You will serve as a trusted advisor to Engineering, Data, Product, and Design leaders, providing strategic guidance on talent planning, leadership effectiveness, and org design. Lead key people processes, including performance calibrations, promotion reviews, compensation planning, and workforce planning, ensuring alignment with business objectives. Drive talent programs that enhance employee experience, manager capability, and leadership development. Leverage qualitative and quantitative data (e.g., engagement surveys, attrition trends, performance data) to identify trends, shape programs, and influence decision-making. Act as a culture amplifier, reinforcing Headway’s principles and fostering an inclusive, high-performance environment.