SECTION I · THE BRIEF
Brief #25144Updated 07 AUG 2026CHARLESTOWN, MALeverSOFTWARE COMPANIES
Employbl Company Profile

Director of People Operations

Pickle Robot is a low cost, collaborative package handling robot that automates several key tasks along the e-commerce supply chain. Package handling is a physically demanding job with extremely high rates of turnover.…

Location
Charlestown, MA
Company size
50–100
Posted
1w ago
Via
Lever
Section II · Premium ProfileMembers only
  • 01Comp band & equity packageLocked
  • 02Seniority & experience requirementsLocked
  • 03Interview process & rubricLocked
  • 04Hiring manager & team contextLocked
  • 05Growth trajectory in this roleLocked
  • 06Offer & decision timelineLocked

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Director of People Operations · Pickle Robot

View company profile
Job title
Director of People Operations
Job location
Charlestown, MA
Job description

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.

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    Pickle Robot headquarters

    Cambridge, MA

    Company size

    50100 employees

    Founded

    2018

    Total raised

    $102,450,000

    View company profile ↗

    Funding rounds

    • Series B$50M
    • Series B$15M
    • Series A$26M
    • Seed$5.8M
    • Seed$2M
    • Seed$3.7M