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

Pay at Pickle

At Pickle Robot Company, we believe transparency builds trust. The salary range listed here is provided in accordance with Massachusetts law and reflects what we reasonably and in good faith expect to offer for this role. We often consider candidates at different levels of seniority, and final compensation will reflect the level at which a candidate is hired, along with factors like experience and location.

Pickle Perks

Pickle provides best-in-class benefits, including health, dental, and vision insurance; unlimited vacation; paid federal and state holidays; 401(k) contributions of 5% of your salary; company-covered travel expenses; and other perks to make your working life more fun, comfortable, and productive.