Chief Operating Officer

Chief Operations Officer

Job Description

Department : Operations

Level : L7 (or 8)

About the Org

Scale to Win is a fully-remote, progressive political tech company founded in 2020 by organizing leaders from the Biden / Harris, Bernie 2020, Warren 2020, and Hillary for America Presidential campaigns. Our product offerings include Scale to Win Text, an all-in-one shortcode and longcode texting tool, and the Scale to Win Dialer, a predictive calling tool. Scale to Win also offers turnkey “We Text” services, where our team builds text campaigns, sends messages, collects data, and ensures compliance on behalf of clients.

We work with more than 3,000 Democratic and progressive campaigns and organizations driving change. Current and past clients include the Biden‑Harris campaign, the Democratic National Committee, the Working Families Party, the AFL‑CIO, UFCW, MoveOn, and For Our Future.

About the Role

The Chief Operations Officer is a strategic leader responsible for driving operational excellence, overseeing the financial health of the company, and ensuring cross‑functional alignment at Scale to Win. The COO will serve as a central advisor to the Managing Partners, providing operational leadership to scale the company sustainably and setting the foundation for long‑term growth. At this stage of growth, the COO will balance high‑level tasks to execute the company vision while also managing day‑to‑day processes in finance, collection, compliance, operational systems, and more.

This leader will direct core business functions including Business Operations, People Operations, and Finance with the ultimate goal of creating efficient and scalable processes while fostering a high‑performance culture and emphasizing collaboration, innovation, and continuous improvement. As a member of the Leadership Team, they will also support the development of a mission‑aligned culture.

Core Responsibilities

Operational and Financial Leadership (35%)

• Own and streamline all core operational functions, including vendor management, legal and compliance, payment processing, and internal systems.
• In coordination with the Fractional CFO, lead budgeting, forecasting, and expense oversight; manage monthly close and reconcile accounts to ensure financial accuracy and risk mitigation.
• Monitor company profitability and cash flow, ensuring that financial metrics align with business goals.
• Oversee client invoicing and collections, monitor customer account lifecycles, and resolve outstanding or failed payments.
• Collaborate on pricing strategy and ensure margin protection during contracting with vendors.
• Interface with external accountants, tax advisors, and consultants to maintain regulatory compliance and prepare for future growth.
• Implement operational systems for privacy, data protection, and contract terms across products and services.

Company Management and Cross‑Functional Execution (30%)

People and Team Oversight (20%)

Legal, Compliance, and Business Risk Management (10%)

Leadership Development (5%)

Candidate Profile

We are seeking a hands‑on, operationally‑minded leader with demonstrated experience running complex internal systems at a fast‑paced organization. The ideal candidate is a systems builder who brings clarity to complexity, is energized by solving internal inefficiencies, and thrives in dynamic, evolving environments. While direct experience in the political or progressive tech space is not required, a successful COO will be comfortable learning the industry landscape quickly and communicating confidently with stakeholders, clients, and partners.

Required Skills and Attributes

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