Director of People Operations
About Us
At Pickle Robot, we're on a mission to automate global supply chains with Physical AI. Our robots work alongside warehouse teams to unload trucks and containers - one of the toughest, most understaffed jobs in logistics - making the work safer, faster, and more efficient for the people doing it. Loading trucks comes next, followed by the Dill Autonomy Engine: generalized autonomy that will eventually orchestrate robots across entire logistics processes.
We're looking for someone who has scaled a People function before, not just run one - someone equally comfortable setting strategy with executives and rolling up their sleeves to build the systems underneath it. If you thrive in fast-moving environments, we'd love to meet you.
What You'll Do
Lead Talent Acquisition and manage a team of recruiters and People Operations partners, owning workforce planning, organizational design, succession planning, and the end-to-end candidate experience as the company scales.
Build and implement agent-based automations to make day-to-day work more human.
Design and scale People programs and processes that support Pickle's continued growth.
Develop managers through coaching, leadership development, and performance management.
Foster a high-performing, inclusive culture that reflects Pickle's values.
Oversee compensation, benefits, HR operations, compliance, and People systems.
Use people analytics to improve decision-making and organizational effectiveness.
What You'll Bring
10+ years of progressive People Operations or HR leadership experience, ideally within a high-growth company.
Proven experience building and leading high-performing People and Talent teams, including employee relations-not simply operating as an individual HR contributor.
Experience leading organizational change, restructures, and scaling organizations through periods of growth or transformation.
Strong knowledge of multi-state employment law and HR compliance.
Strong communication, coaching, and relationship-building skills.
Bonus points for experience supporting engineering or technical organizations, robotics, AI, automation, or other deep-tech environments, and familiarity with platforms such as Lever, Lattice, ADP, or Vestwell.