Chief of Staff at Little Leaf Farms LLC

Shirley, Massachusetts, United States -

Full Time

Start Date

Immediate

Expiry Date

09 Feb, 26

Salary

0.0

Posted On

11 Nov, 25

Experience

5 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Strategic Planning, Analytical Thinking, Project Management, Financial Literacy, Interpersonal Skills, Problem Solving, Communication, Cross-Functional Leadership

Industry

Farming

Description

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

Responsibilities

The Chief of Staff will assist the CEO in setting goals and driving execution across the organization while supporting key corporate development and product innovation initiatives. This role involves managing the executive operating rhythm and leading project management for prioritized initiatives.