Executive Assistant

Summary

Join PlayVS as a highly organized Executive Assistant to support the CEO. You will manage the CEO's calendar, coordinate meetings, provide technical support, and track action items. The role also involves supporting other senior leaders, event logistics, and special projects. This position requires 5+ years of experience supporting C-level executives in startup and enterprise environments. The ideal candidate possesses exceptional organizational skills, strong communication skills, and proficiency with various tools. The role is remote (U.S.), preferably in Washington, D.C., with flexible hours. PlayVS offers a competitive salary, equity, and comprehensive benefits.

Requirements

• 5+ years of experience supporting C-level executives, preferably in both startup and enterprise environments
• Strong commitment to the Executive Assistant profession
• Exceptional organizational skills with a proactive, solutions-oriented approach
• Comfort working flexibly, including outside of standard hours when needed
• Excellent written and verbal communication skills
• High degree of professionalism and trustworthiness in handling confidential information
• Proficiency with tools such as Google Workspace, Asana (or similar project management tool), Zoom, Slack, calendar management platforms, and more

Responsibilities

• Manage and optimize the CEO’s calendar, ensuring alignment with key priorities and sufficient time for strategic focus
• Coordinate and schedule Board meetings, Leadership Team meetings, investor touchpoints, and other ad-hoc meetings upon request
• Provide technical support during All Hands (e.g., screen sharing, Google Meet logistics)
• Track action items and follow-ups to ensure accountability and momentum
• Serve as a liaison to internal and external stakeholders while maintaining the highest standards of professionalism
• Occasionally assist with scheduling external meetings for senior leaders (primarily across marketing and strategic partnerships) when needed
• Support the planning and execution of executive offsites, including accommodations, meals, and activities
• When needed, assist with internal events and milestones in collaborating with other teams
• Step in on time-sensitive or high-priority projects that require detailed coordination or administrative support
• Contribute to efforts that improve the efficiency, clarity, and execution of executive operations

Benefits

• Healthcare benefits (medical, dental, vision)
• 401(k) plan
• Wellbeing benefits (including Headspace and the Peloton App)
• Flexible paid time off
• Volunteer time off
• Paid parental leave
• Several paid holidays
• Monthly mobile, wellness, and internet stipends!