At Gatekeeper Systems, we’re revolutionizing retail loss prevention and customer safety through a powerful combination of physical deterrents and cutting-edge technology—including AI, computer vision, and facial recognition. As a global leader with over 25 years of industry excellence and a growing, diverse team of 500 employees across offices in North America, Europe, Australia, and Asia, we’re driven by innovation, integrity, and impact. Join us and be part of a mission-focused team that’s making a real difference in the future of retail, providing innovative solutions and services that redefine industry standards.

POSITION SUMMARY:

The Executive Assistant (EA) to the CEO is a mission-critical role responsible for enabling executive speed, decision quality, and organizational cadence. This role serves as a trusted operational partner to a high-energy CEO, managing complex logistics, information flow, and executive infrastructure with precision, discretion, and urgency. The EA operates with a high degree of autonomy, leverages advanced AI tools to increase productivity, and maintains absolute confidentiality in a Board-level environment.

WHAT WE OFFER…

Join the team at Gatekeeper Systems and watch your career grow! We offer competitive compensation and benefits packages that include: 

• Attractive Total Compensation Package, including annual bonus
• Comprehensive healthcare benefits including medical, dental, and vision coverage; Life/ADD/LTD insurance; FSA/HSA options.
• 401(k) Plan with Employer Match
• Generous Paid Time Off (PTO) policy
• Observance of 11 paid company holidays
• Various Employee Engagement Events
• Exciting Growth Opportunities
• Positive Company Culture

ESSENTIAL JOB FUNCTIONS; but not limited to:

1. Executive Time, Calendar & Priority Management

• Own and proactively manage a fast-moving, high-density CEO calendar
• Prioritize time based on strategic impact, Board cadence, and business urgency
• Anticipate conflicts, rapidly re-sequence schedules, and protect executive focus
• Coordinate across time zones and senior stakeholders seamlessly

2. Travel & Logistics

• Arrange complex domestic and international travel, including multi-city itineraries
• Ensure travel efficiency, contingency planning, and alignment with CEO preferences
• Manage logistics with precision to minimize disruption and maximize productivity

3. Email & Executive Communications

• Triage and manage CEO email inbox with sound judgment and discretion
• Draft responses, flag priority issues, and escalate appropriately
• Maintain professional, timely communication on behalf of the CEO when needed

4. Board & Executive Meeting Support

• Coordinate Board meetings, executive sessions, and leadership offsites
• Manage logistics, agendas, materials, and follow-ups
• Support preparation, distribution, and secure handling of Board decks and documentation
• Interface confidently with Board members and senior leaders

5. Expense & Administrative Management

• Manage CEO and C-Suite expense reporting accurately and efficiently
• Ensure compliance with internal policies and audit expectations

6. Facility & Office Management

• Oversee executive office and related facility needs
• Coordinate vendors, access, and office logistics to maintain a professional environment

7. AI-Enabled Productivity & Process Optimization

• Leverage AI tools for scheduling optimization, summarization, prioritization, and workflow automation
• Continuously improve executive support processes through technology and systems thinking

8. Confidentiality & Judgment

• Handle highly sensitive information with absolute discretion
• Exercise mature judgment in ambiguous, high-stakes situations

QUALIFICATION REQUIREMENTS 

The requirements listed below are representative of the knowledge, skill and/or ability required.  

• Exemplifies professionalism in all aspects of day-to-day duties and responsibilities.
• Self-aware and open to learning about personal effectiveness in the workplace.
• Exhibits a positive attitude toward the vision, policies, and goals of Gatekeeper Systems.
• Constantly strives to improve performance and effectiveness of the team and the company.
• Proven success supporting a high-speed, highly demanding executive.
• Board-level exposure and comfort interfacing with PE / investors preferred.
• Advanced proficiency in Outlook, Teams, Microsoft Office, and expense systems.
• High level of AI proficiency and comfort using emerging tools to enhance productivity.
• Exceptional organizational, communication, and problem-solving skills.

EDUCATION AND/OR EXPERIENCE 

• Bachelor's degree or equivalent required. 
• 7–10+ years supporting a CEO or C-suite executive in a fast-paced environment

SALARY RANGE

$85K to $105K plus 5% AIP per year

DISCLAIMER

This Job Description is a general overview of the requirements for the position. It is not designed to contain, nor should it be interpreted as being all inclusive of every task which may be assigned or required. It is subject to change, in alignment with company/department needs and priorities.

Gatekeeper Systems, Inc., is an equal opportunity employer. We are committed to developing a diverse workforce and cultivating an inclusive environment. We value diversity and believe that we are strengthened by the differences in our experiences, thinking, culture, and background. We strongly encourage applications from candidates who demonstrate that they can contribute to this goal. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status or any protected basis.