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Chief of Staff

Little Leaf Farms
Shirley, MA, US, United Statesfull_timeVerifiedPosted 6 Nov 2025

About the role

Description

Company Overview 

Little Leaf Farms is on a mission to transform the food system by growing better food in a better way. As the #1 indoor leafy greens producer in the USA, we utilize high-tech greenhouses and extensive automation to deliver lettuce year-round that tastes better, lasts longer, and is better for the environment. We are vertically integrated with a business model that includes designing, constructing, and operating greenhouses, while simultaneously executing a multi-channel commercial strategy and building a national CPG brand. 


Role Summary 

The Chief of Staff is a high-impact strategic partner to the Founder & CEO and Head of Strategy & Innovation, playing a central role in driving clarity, alignment, and execution across Little Leaf's executive agenda. This role offers a unique opportunity to influence company-wide priorities, lead cross-functional initiatives, support key corporate development and product innovation workstreams, and shape the operating rhythm of a fast-growing organization. 


An ideal candidate would be a strategic, analytical thinker who is enthusiastic about working across various functions and projects. This role provides direct exposure to senior leadership and is a launchpad for future leadership opportunities in strategy, operations, finance, or general management. 


Core Responsibilities 

Strategic Planning & Execution 

  • Assist the CEO is setting goals and driving execution across the organization 
  • Support the Head of Strategy & Innovation on key corporate development and product innovation initiatives (e.g. fundraising, product development pipeline, etc.) 
  • Prepare executive briefs, scenario analysis, financial models, and talking points for key decisions, board meetings, and other external events 
  • Craft SLT and company-wide communications as needed 
  • Help identify and optimize existing processes throughout the organization 

Executive Operating Rhythm 

  • Manage annual board calendar and own the preparation of materials for quarterly and ad-hoc board meetings 
  • Plan, run, and continuously improve weekly SLT meetings 
  • Design, plan, and help facilitate quarterly SLT offsites 
  • Coordinate and track progress of quarterly strategic priorities 
  • Work with Data & Technology team to maintain and improve operating dashboards 

Project Management Office (PMO) Leadership 

  • Lead project management for CEO-prioritized initiatives 
  • Govern the PMO processes to ensure timely delivery and completion of high-priority company initiatives 
  • Act as project manager for critical projects where there is no clear owner 
  • Work cross functionally to identify key project pain points and create solutions  


Requirements

 

Qualifications 

  • 4-6+ years of experience in management consulting, private equity, or in a business strategy, operations, or commercial role at a high-growth company 
  • Excellent analytical and problem-solving abilities with the capacity to synthesize complex information, identify insights, and develop actionable recommendations 
  • Strong interpersonal skills with the ability to build trust, influence, and foster alignment across diverse teams and senior leadership 
  • Strong financial literacy and exceptional written / verbal communication skills 
  • BA/BS required; MBA or relevant master’s degree is a plus 
  • Demonstrated interest in Little Leaf’s business, industry, and mission is a plus  


 

Reports to: Head of Strategy & Innovation 

Supports: Founder & CEO, Head of Strategy & Innovation, and Senior Leadership Team (SLT)  

Location: Devens, MA (Hybrid: 4 days in-office, 1 remote)

Travel: 20-30%

  

Compensation & Benefits

· Competitive salary and equity based on experience and qualifications

· Comprehensive healthcare benefits

· Free lettuce!

 

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Company

Little Leaf Farms

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