Executive Assistant
About The Position
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.
Requirements
- 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.
- 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.
- Bachelor's degree or equivalent required.
- 7–10+ years supporting a CEO or C-suite executive in a fast-paced environment
Nice To Haves
- Board-level exposure and comfort interfacing with PE / investors preferred.
Responsibilities
- 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
Benefits
- 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
Stand Out From the Crowd
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What This Job Offers
Job Type
Full-time
Career Level
Executive
