Administrative Assistant

PlayOn is looking for a highly organized, dependable, and proactive Administrative Assistant to join us on a fixed-term basis from November 2026 through February 2027, providing leave coverage for one of our Administrative Assistants. This role will provide administrative and logistical support to several members of our administrative and executive leadership team throughout the coverage period.

Partnering closely with the Executive Assistant to the CEO, this role will help keep schedules, meetings, travel, expenses, and day-to-day administrative needs organized and moving forward. The Administrative Assistant will work with leaders and teams across the organization to coordinate details, communicate changes, and ensure commitments are accurately tracked and completed.

This person will also stay connected to the pulse of the company and the seasonality of our teams, helping coordinate team-specific and company-wide meetings and events for senior leadership groups.

The ideal candidate is service-oriented, detail-focused, comfortable following established systems, and willing to take initiative to identify or implement new systems when appropriate. This person should enjoy being part of a collaborative administrative team, finding ways to simplify recurring tasks, and helping create a consistent and professional experience for the leaders and teams they support.

About This Fixed-Term Role This is a fixed-term, full-time position running from November 2026 through February 2027 to cover a planned leave. The assignment ends automatically at the close of this period, and the expectations below reflect what success looks like for the full length of the coverage. The Outcomes You’ll Deliver

• Reliable administrative support that helps leaders and teams remain organized and focused
• Accurate calendars, meeting details, travel arrangements, and expense reporting
• Clear and timely communication regarding scheduling, logistics, and changes
• A trusted working relationship for internal and external stakeholders built on reliability, discretion, and attention to detail

In This Role, You Can Expect To

• Manage and maintain calendars for multiple executives, including scheduling, rescheduling, and coordinating meetings across time zones
• Partner with the Executive Assistant to the CEO and other administrative team members to coordinate schedules, resolve conflicts, and learn how to appropriately prioritize competing needs
• Communicate meeting changes and scheduling updates clearly and professionally
• Coordinate meeting logistics, including conference rooms, virtual meeting links, agendas, attendee information, and supporting materials
• Help prepare leaders for meetings by gathering documents, organizing background information, and confirming important details
• Coordinate travel arrangements, including flights, hotels, ground transportation, and itineraries
• Prepare and submit expense reports and help track outstanding receipts or approvals
• Assist with the coordination of team meetings, leadership events, offsites, and other company gatherings
• Track administrative action items, travel details, meeting requests, and follow-up needs
• Maintain organized records, files, contact lists, and other administrative resources
• Serve as a professional and responsive point of contact for employees, senior leaders, and external stakeholders
• Follow established administrative processes while suggesting practical improvements when appropriate
• Identify scheduling or logistical issues and raise them to the appropriate person before they become larger problems
• Handle confidential and sensitive information with discretion and professionalism
• Provide administrative support for special projects and team priorities as needed
• Adapt to changing schedules, requests, and business needs in a fast-moving environment
• Strong preparation and follow-through for internal and external meetings
• Smooth coordination across executives, senior leaders, employees, and external partners
• Consistent use of established administrative systems and processes
• Thoroughly prepare and follow-through for internal and external meetings
• Smoothly coordinate across executives, senior leaders, employees, and external partners

To Thrive in This Role, You Have

• Three or more years of administrative, coordinator, office management, or executive support experience
• Experience supporting multiple leaders or tea…