Chief of Staff

About Eddi

Big Mission: Helping mission-driven organizations maximize every dollar with AI

Grant- and government-funded organizations are at an inflection point. They are facing fiscal cliffs, increasing compliance burdens, and rising expectations to prove impact. At Eddi, we ensure organizations capture every dollar available to them by streamlining grant discovery, applications, management, budgeting, and reporting, and by tying financial decisions directly to outcomes.

We are building a category-defining platform where artificial intelligence removes administrative drag so humans can focus on innovation and service delivery. If you want a front-row seat to building a high-impact AI company and shaping how it scales, this role is for you.

About the Role

As Chief of Staff, you will operate as the CEO’s right hand and force multiplier. This is a high-trust, high-ownership role spanning revenue, marketing and growth. You will help translate strategy into action, unblock the CEO, and directly drive new business, marketing initiatives, and internal operating rhythm.

Over time, this role can evolve into a senior leadership position across operations, growth, or revenue, depending on strengths and company needs.

Key Responsibilities

Drive New Business & Growth

• Support outbound and inbound sales efforts, including deal preparation, follow-ups, and pipeline management


• Help shape pricing, packaging, and positioning based on real customer and market feedback


• Assist with partnerships, pilots, and strategic relationships

Marketing and Narrative

• Help define and execute Eddi’s story across decks, website, case studies, and outbound materials


• Coordinate content around grants, ROI, AI differentiation, and customer outcomes


• Ensure clarity and consistency in how Eddi presents itself to districts, funders, partners, and investors

Execute Special Projects

• Own high-priority, cross-functional initiatives that do not fit neatly into one function


• Step in wherever the business needs momentum, from customer success to internal ops


• Move fast while maintaining trust, quality, and alignment

Candidate Background

• High-Ownership Operator: You take responsibility for outcomes, not just tasks


• Strong Communicator: Clear, concise, and persuasive in writing and conversation


• Business-Aware: You understand sales cycles, customer needs, and how companies grow


• Marketing- and Narrative-Savvy: You know how positioning and storytelling drive momentum


• Comfortable with Ambiguity: You can operate without perfect information and still move things forward


• Mission-Aligned: You care about public-sector impact, education, or mission-driven work


• Startup DNA: You thrive in fast-moving environments and are energized by building from scratch

Strongly Preferred

• Experience working in or with government agencies, school districts, or other publicly funded organizations


• Familiarity with public-sector decision-making, procurement, budgeting, and accountability

Bonus points for experience in edtech, govtech, SaaS startups, consulting, or working directly with founders or executives.

Compensation & Benefits

• Base salary: $100,000–$125,000 depending on experience


• On-target earnings (OTE): $150,000–$175,000


• Variable compensation: Commission and retention bonuses tied to new business, expansion, and customer renewals the role directly supports


• Equity: Meaningful equity with long-term upside


• Benefits: 100 percent employer-covered health insurance