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Executive Assistant

Nexstar Media · Chicago, IL · $30.00–$34.00 an hour · Full time

Posted Sep 14, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a large event you planned, like a town hall or employee event. What went wrong and how did you handle it?

What they are checking: Whether they can plan and execute events and stay calm when plans change.

How do you handle confidential information, like personnel matters, that crosses your desk?

What they are checking: Whether they can be trusted with sensitive information in a station setting.

Tell me about a time you anticipated something an executive needed before they asked.

What they are checking: Whether they are proactive, which the posting asks for.

How do you build relationships with corporate partners, clients and community groups on behalf of the station?

What they are checking: Whether they can represent the executive and station well.

What would you do

Walk me through how you manage a busy executive's calendar when three urgent meeting requests come in for the same hour.

What they are checking: Whether they can prioritize on the GM's behalf with good judgment.

You supervise mailroom and switchboard staff. How would you handle a staff member who's often late?

What they are checking: Whether they can manage people directly, not just support an executive.

An employee comes to you upset about a security badge issue while the GM needs you right now. What do you do?

What they are checking: Whether they can balance competing demands and still treat people well.

What ideas do you have for improving internal communication and employee engagement at a TV station?

What they are checking: Whether they can lead engagement efforts, not just schedule them.

About the work

How would you manage a facility project, like an office improvement, with vendors, budget and timelines?

What they are checking: Whether they can run facilities work in an organized way.

How do you track and reconcile executive and departmental expenses?

What they are checking: Whether they have a careful, reliable process for financial details.

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The full job description

As published by Nexstar Media.

We are seeking a highly organized, proactive, and detail-oriented Executive Assistant to support the station Vice President/General Manager, while overseeing key administrative, facilities, and employee engagement functions. This role serves as a critical partner to executive management team, ensuring efficient daily operations, seamless communication, and a positive workplace experience. The ideal candidate excels at multitasking, relationship building, event planning, and managing confidential information in a fast-paced environment. Key Responsibilities: • Provide comprehensive executive support to the VP/General Manager, including managing calendars, appointments, travel arrangements, executive and departmental expenses, coordinating meetings ranging from executive leadership sessions to station-wide Town Halls, and serving as the primary liaison with employees, corporate partners, clients, vendors, and community organizations. • Oversee office operations and facilities management by supervising Mailroom and Switchboard staff and overseeing day-to-day operations of those departments. Manage facility-related initiatives, including vending services, cleaning and janitorial, security badge administration, office maintenance and facility improvement projects. • Lead employee engagement and internal communications efforts by planning and executing employee events, managing related budgets, coordinating content for the in-house digital signage network, production of the station's monthly newsletter, and supporting organizational communications and special projects. • Support the stations community relations efforts through coordination of charitable sponsorships, public service programs, and producing the WGN Community Calendar, to promote local events, nonprofit campaigns, and community outreach efforts throughout the Chicago area. Qualifications Required: • 3+ years of experience in executive support, office management, operations, or related administrative roles. • Strong organizational, project management, and multitasking abilities. • Excellent written and verbal communication skills. • Proven ability to handle confidential and sensitive information with discretion. • Experience coordinating meetings, events, travel arrangements, and executive schedules. • Proficiency with Microsoft Office Suite, including Outlook, Word, Excel, and PowerPoint. • Strong interpersonal skills with the ability to work effectively across all levels of an organization. • Demonstrated ability to prioritize competing deadlines and manage multiple projects simultaneously. Preferred: • Bachelor's degree or an equivalent combination of education and experience. • Experience supporting senior executives or station leadership. • Prior supervisory or team leadership experience. • Experience with employee engagement initiatives, special events, or internal communications. • Previous experience in a broadcast, media, entertainment, or news environment. • Experience with Microsoft Teams, SharePoint, and expense management systems. #LI-Onsite Compensation: $30 to $34 per hour - commensurate with applicant's experience and skill level Benefits : Our comprehensive benefits package includes, but not limited to, medical (with multiple plan options), dental, and vision insurance, paid time off, Paid Parental leave, life insurance and more. SCAM ALERT: Please be aware candidates may be at risk of being targeted by scammers seeking personal data or money. Recruiters with Nexstar Media Group and its local stations will only contact you through official job boards, LinkedIn, or email with Nexstar.tv domain or official station email addresses (example:@wreg.com). Be cautious of any outreach claiming to be from Nexstar or its recruiters via any other messaging platforms or personal email addresses. We will not contact you using a @gmail email address. If you are unsure about the authenticity of a job inquiry or offer, email us at corporaterecruiters@nexstar.tv .

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