Executive Assistant

Overview

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.

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.

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

• 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
• 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
• 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
• 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
• Expense & Administrative Management
• Manage CEO and C-Suite expense reporting accurately and efficiently
• Ensure compliance with internal policies and audit expectations
• Facility & Office Management
• Oversee executive office and related facility needs
• Coordinate vendors, access, and office logistics to maintain a professional environment
• 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
• Confidentiality & Judgment
• Handle highly sensitive information with absolute discretion
• Exercise mature judgment in ambiguous, high-stakes situations

• 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…