Location: Hybrid (Chicago, Des Plaines, with occasional travel to Las Vegas, North Carolina, and other company sites)

Employment Type: Full-Time

We are seeking a highly motivated and exceptionally organized Executive Assistant (EA) to support the President of Elite Gaming, one of the fastest-growing gaming and entertainment companies in Illinois. This role is a blend of professional and personal executive support, requiring adaptability, loyalty, and discretion.

The ideal candidate thrives in a fast-paced environment, anticipates needs before they arise, and serves as a trusted right hand in managing day-to-day operations, communications, and strategic priorities.

Executive Support

• Manage complex calendars, scheduling, and travel arrangements (domestic & international).
• Handle high-volume email inbox management, drafting correspondence, and prioritizing communications.
• Coordinate board meetings, investor calls, and senior leadership sessions.
• Assist with contract tracking, licensing submissions, and compliance-related deadlines.

Personal Support

• Support personal scheduling, household logistics, and occasional errands.
• Coordinate study/work sessions at NEMA.
• Travel with the President when needed to key company markets (Las Vegas, North Carolina, etc.).

Project & Business Support

• Prepare reports, presentations, and meeting briefs.
• Manage vendor relationships and external partners.
• Research and provide recommendations on business and personal matters as required.

• Proven experience as an Executive Assistant, Chief of Staff, or similar role supporting C-suite or entrepreneur-level executives.
• Exceptional organizational skills and attention to detail.
• Strong written and verbal communication skills.
• Tech-savvy: proficient with Google Suite, Microsoft Office, project management and CRM tools.
• High level of discretion, integrity, and loyalty.
• Flexibility to travel and adjust to changing schedules.
• Ability to juggle professional and personal responsibilities seamlessly.

• Base Salary: $70,000 – $80,000 (with potential to grow to $130,000+ for top performance).
• Health Insurance (medical, dental).
• 401(k) with company match.
• Paid Time Off: 15 vacation days + 6 sick days annually.
• Holiday Bonus.
• Additional Perks:
• Company vehicle (based on demonstrated need).
• Company credit card for travel and business expenses.
• Potential investment opportunities in company ventures.

We want someone who is:

• Loyal and trustworthy — someone who protects time, energy, and priorities.
• Proactive — doesn’t wait for instructions, but anticipates what’s needed next.
• Adaptable — comfortable shifting between high-level business tasks and personal support.
• Career-oriented — looking to grow long-term with the company and become indispensable.