Chief of Staff

Little Leaf Farms Little Leaf Farms

Little Leaf Farms

$150k - $175k

Full-time

Shirley, MA

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Description

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