Executive Assistant to the CSO and COO

About the role

The Executive Assistant to the Chief Operating Officer and Chief Strategy Officer serves as a critical operational and administrative partner to the executive team. 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.

Responsibilities

• 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.
• Anticipate needs and help ensure the CSO and COO is prepared for internal and external engagements.
• Support the CSO and COO in managing cross-functional workflows across political/program, communications, operations, HR, finance, compliance, systems, planning, and internal infrastructure.
• Track key deliverables, deadlines, decisions, and next steps across projects and leadership priorities.
• Help improve internal systems, templates, processes, and workflows that support organizational effectiveness.
• Partner with internal teams to ensure timely follow-through on operational priorities and organizational commitments.
• Draft, edit, and prepare internal communications, meeting notes, follow-up messages, and other written materials on behalf of or in support of the EVP/COO.
• Serve as a thoughtful and professional point of coordination between the EVP/COO and internal stakeholders.
• Handle sensitive information with confidentiality, discretion, and sound judgment.
• Help the CSO and COO stay organized across competing priorities by tracking issues, decisions, risks, and follow-up needs.
• Identify gaps, surface potential concerns, and help ensure important details do not fall through the cracks.
• Support preparation for leadership meetings, staff planning, executive team needs, and internal decision-making spaces.
• Use judgment to distinguish between routine administrative needs and issues requiring executive attention.
• Use project management, calendar, document, communication, and productivity tools to support efficient workflows.
• Comfortably use AI and modern productivity tools to draft, organize, summarize, synthesize, and improve work processes.
• Maintain organized files, trackers, templates, and documentation to support continuity and institutional knowledge.
• Recommend improvements to administrative and operational systems that strengthen the CSO and COO’s effectiveness and the organization’s overall workflow.

Qualifications

• 7+ years of strong experience providing executive-level administrative, operations, or project coordination support.
• Excellent writing, editing, communication, and follow-up skills.
• Strong calendar management, scheduling, meeting preparation, and organizational skills.
• Ability to manage multiple priorities, deadlines, and stakeholders with accuracy and care.
• High emotional intelligence, discretion, and sound judgment.
• Comfort working with confidential and sensitive information.
• Strong attention to detail and ability to anticipate needs.
• Comfort using technology, productivity tools, and AI-supported workflows.
• Experience in nonprofit, advocacy, political, philanthropic, movement, or mission-driven organizations is preferred.
• Commitment to Way to Win’s mission, values, and long-term political work.

Compensation & Benefits

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.

Equal Opportunity Statement

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.