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Director of People Operations

Pickle Robot - Charlestown, MA, United States - In-office - posted 2026-08-07

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Pickle Robot is an AI-powered robotics company automating global supply chains with physical automation systems. The company's robots work alongside warehouse teams to unload trucks and containers, addressing one of logistics' most critical labor challenges. Founded by MIT roboticists and engineers, Pickle is scaling rapidly as a VC-backed company. As Director of People Operations, you will report to the VP of Strategic Initiatives and own the People function during a critical growth phase. Your responsibilities include: • Developing and executing Pickle's People strategy aligned with business scaling goals • Building HR systems, programs, and processes that support rapid organizational growth • Partnering with executive leadership on talent acquisition, development, and retention strategies • Shaping company culture and ensuring it scales with the organization • Managing the People team and infrastructure to support hiring and employee lifecycle needs • Implementing talent development programs for technical and non-technical teams • Establishing compensation, benefits, and employee engagement frameworks You will work directly with founders and executives to translate business strategy into people initiatives. This role requires someone who has previously scaled a People function at a growth-stage company—not just managed one. You should be equally comfortable in strategic planning sessions with leadership and in the operational details of building systems from scratch. The ideal candidate thrives in fast-moving, high-growth environments and can balance long-term organizational design with near-term execution needs. This is an opportunity to build the organizational foundation for a company solving a massive logistics challenge with cutting-edge robotics technology.

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