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, Move On, 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 life cycles, 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%)

• Translate strategic vision into operational plans across departments, ensuring execution against organizational goals.

• Build and maintain systems for accountability across functions—partnering with leaders in Sales, Client Success, Product, and Engineering to drive results.

• Serve as the internal project manager for large cross‑functional initiatives, or supervise a Chief of Staff who performs this function.

• Lead operational aspects of team planning and OKRs; track progress, resolve blockers, and ensure alignment with long‑term objectives.

• Ensure company structure and decision‑making processes are scalable and support future growth.

People and Team Oversight (20%)

• Manage the Operations and People teams, ensuring performance, accountability, and professional growth.

• Conduct regular check‑ins and feedback cycles with direct reports; support team success through coaching, mentorship, and capacity planning.

• Develop internal systems to support equitable compensation frameworks, onboarding, and performance management.

• Cultivate a high‑trust, inclusive, and mission‑driven culture across the operations function.

• Model company values and support culture‑building efforts across the organization.

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

•…