Way to Win: Executive Assistant to the CSO and COO

July 16, 2026
$100000

Job Description

Coordinate executive schedules and cross-functional initiatives to keep CSO and COO aligned

Way To Win: Executive Assistant To The CSO And COO

The Executive Assistant To The Chief Operating Officer And Chief Strategy Officer serves as a critical operational and administrative partner to the executive team. As a team of three, this role supports the day-to-day functioning of the Office Of The Executive Team and helps ensure that organizational priorities, cross-functional projects, internal communications, and executive workflows move forward with clarity, consistency, and follow-through.

This position extends beyond traditional executive assistance. The Executive Assistant will help manage complexity, anticipate needs, strengthen systems, and support the CSO And COO In Leading Across Operations, Human Resources, Finance, Compliance, Organizational Culture, Internal Planning, And Executive Coordination.

The ideal candidate is highly organized, proactive, emotionally intelligent, detail-oriented, and an exceptional communicator. They bring strong judgment, discretion, and a solutions-oriented mindset. They are comfortable working in a fast-paced, mission-driven environment and using modern tools, including AI and productivity platforms, to improve how work gets done.

In this role, you will help the EVP/COO stay organized, prepared, and focused by managing key administrative, operational, and communication workflows. You will coordinate calendars, meetings, materials, follow-up, and cross-functional priorities while helping ensure that internal systems and executive operations run smoothly.

You will serve as a trusted partner who can anticipate needs, track details, surface risks, and move work forward with care and discretion. Your work will help create more clarity, consistency, and follow-through across political/program teams, operations, HR, finance, compliance, internal planning, and organizational infrastructure.

Way To Win is a home for movement politics, donor organizing, and long-term power building. We work alongside grassroots organizations, donors, strategists, and partners to build durable power, advance narrative change, and support a multiracial democracy where all people can thrive.

Our work requires clarity, care, strong systems, and deep alignment across teams. We are looking for people who are values-aligned, collaborative, organized, and committed to building the infrastructure our movement needs to win.

Way To Win offers a competitive compensation and benefits package, including employer-paid medical, dental, and vision coverage; retirement contributions; paid time off; paid holidays and organizational closures; and additional benefits designed to support staff well-being.

Way To Win is an equal opportunity employer. We strongly encourage applications from people of color, women, LGBTQ+ people, people with disabilities, and people from other communities historically underrepresented in political, philanthropic, and nonprofit spaces.

Provide high-level administrative support to the COO and CSO, including calendar management, meeting preparation, scheduling, travel coordination, expense support, and follow-up tracking, Manage the CSO and COO’s time and priorities with care, discretion, and strong attention to detail, Prepare agendas, briefing materials, documents, talking points, and follow-up notes for meetings, check-ins, and organizational priorities, Track key deliverables, deadlines, decisions, and next steps across projects and leadership priorities, Draft, edit, and prepare internal communications and provide coordination between the EVP/COO and internal stakeholders