Compensation: $100,000 - $145,000 annually, commensurate with experience.  We also offer full health insurance coverage, and Grassroots Grocery pays 100% of the premium.

Location: Heyground Harlem Coworking Space (required primary workspace). The CEO also works from home in Larchmont, NY — and while joining him there occasionally is encouraged, we’re flexible.

Schedule: Full-time; generally Monday–Friday with some flexibility for evenings and weekends. Preferred: attend one Saturday morning “Produce Party” in the Bronx every month (from 8:30am to 11am at 1750 East Gun Hill Road)

Format: Primarily in-person, with flexibility for remote work when needed.

This role calls for someone whose working style naturally extends beyond conventional hours — someone energized by the mission and comfortable jumping in whenever the work demands it

Start Date (Ideal): July 7, 2025

About Grassroots Grocery

Grassroots Grocery is a rapidly growing nonprofit on a mission to transform community food access. Every Saturday at our “Produce Party,” we transform a parking lot in the Bronx into a hub of joyful connection, where over 100 volunteers sort and deliver 15,000 pounds of fresh produce to 30 communities — reaching more than 1,500 families across The Bronx and Harlem.

In addition to our Produce Parties, we partner with major companies to host the Great Sandwich Race — a high-energy, in-office service event where 2,000+ employees made 55,000 sandwiches last year for New Yorkers in need. 

We’ve been featured twice on The Kelly Clarkson Show, highlighted by CNN and multiple local news outlets, and recognized as one of New York’s most promising grassroots movements. But we’re just getting started.

Since launch, we’ve moved millions of pounds of produce directly into the heart of communities — and our goal is to “Deliver Double” by the end of next year, laying the foundation to scale far beyond.

We’re at a critical inflection point. The enthusiasm from our supporters is unmatched, and we are looking to convert that enthusiasm into more scale. Our Founder & CEO is seeking a right-hand partner to steward this momentum, strengthen the systems beneath it, and ensure our relationships and priorities move forward with clarity and care.

About the Role

This role is a calling for someone who’s ready to work hard, think fast, and partner deeply with our Founder & CEO. You’ll be a high-trust, high-impact collaborator who turns ideas into clear priorities, strengthens relationships, and helps leadership execute with focus.

This role is intense, immersive, and deeply meaningful — and it’s meant for someone who wants to give it everything they’ve got.

If you bring structure to chaos, stamina to uncertainty, and joy to the grind, we can’t wait to meet you.

What You'll Do:

Turn Vision into Clarity and Execution

• Be the CEO’s closest thought partner — processing fast-paced conversations, translating unstructured thinking into clear action, and ensuring alignment with org-wide priorities

• Take meetings on behalf of the CEO — surfacing insights, building relationships, and driving follow-up

• Build systems and structures that scale — by shadowing the CEO and turning instincts into processes the team can own

Strengthen the Team and Organization

• Be the connective tissue between the CEO’s evolving vision and the team’s execution

• Keep communication clear and the team grounded in high-stakes or fast-moving moments

• Manage part-time contractors or freelance support to offload non-core work as needed

Maximize the CEO’s Time and Impact

• Manage the CEO’s to-do list — translating it into priorities and action steps

• Prioritize the CEO’s time, energy, and attention on what matters most

• Own inbox, calendar, and follow-up — ensuring conversations and relationships are tracked, advanced, and thoughtfully maintained — even when things are flying at you from ten directions at once

Who You'll Work For:

You'll partner deeply with a CEO who is:

• A fast-talking, fast-moving thinker — brimming with ideas, passion, and creativity — whose mind runs 24/7 and thrives in rapid, collaborative thinking

• Driven by bold ideas and big goals — and counting on you to help make them real

• Neurodiverse, with ADHD that brings tremendous strengths and real challenges 

You Might Be the One If You...

• Feel deep personal pride in building something bigger than yourself

• Are fueled by a deep need to get things done — and then do the next thing, and the next

• Are the kind of person who keeps going when others pause — who finds satisfaction in being “on” when the mission needs you most

• Are highly organized, precise, and disciplined — and can thrive in ambiguous, fast-moving environments

• Welcome debate, feedback, and candor as essential to excellence

• Are emotionally intelligent, calm under pressure, and energized by working hard for a mission you believe in

Required Experience

• Demonstrated history of supporting a leader as a Chief of Staff, Senior EA, Project Manager, or similar role

• Impeccable communication skills 

This role is a foundational partnership with the CEO to shape the future of Grassroots Grocery. You’ll grow alongside a fast-scaling nonprofit, deepen your strategic leadership skills, and gain a front-row seat to what it takes to build something meaningful from the ground up.

If you’ve been waiting for a role where you can go all-in, this is it.

How to Apply

Please email hiring@grassrootsgrocery.org with:

• Your resume or Linkedin profile 

• A short note (no cover letter needed) answering these questions:

1. Why does this opportunity at Grassroots Grocery resonate with you at this stage of your life and career?

2. What experience do you have partnering closely with a leader or CEO?

3. How do you approach organizing and translating fast-moving ideas into structured action?

Thank you — we can't wait to meet you!

Social Justice Statement

Grassroots Grocery is an Equal Opportunity Employer dedicated to being culturally diverse and committed to empowering a pluralistic environment that advances social justice in the communities we operate and beyond.  We encourage anyone to apply no matter their race, color, ethnicity, religion, sex (including pregnancy, childbirth, lactation, or related medical conditions), national origin, ancestry, age, marital status, sexual orientation, gender identity and expression, disability, veteran status, military or uniformed service member status, genetic information, or any other status protected by applicable federal, state, local, or international law.