Executive Assistant

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 bonusComprehensive healthcare benefits including medical, dental, and vision coverage; Life/ADD/LTD insurance; FSA/HSA options.401(k) Plan with Employer MatchGenerous Paid Time Off (PTO) policyObservance of 11 paid company holidaysVarious Employee Engagement EventsExciting Growth OpportunitiesPositive Company CultureESSENTIAL JOB FUNCTIONS; but not limited to: Executive Time, Calendar & Priority ManagementOwn and proactively manage a fast-moving, high-density CEO calendarPrioritize time based on strategic impact, Board cadence, and business urgencyAnticipate conflicts, rapidly re-sequence schedules, and protect executive focusCoordinate across time zones and senior stakeholders seamlessly Travel & LogisticsArrange complex domestic and international travel, including multi-city itinerariesEnsure travel efficiency, contingency planning, and alignment with CEO preferencesManage logistics with precision to minimize disruption and maximize productivity Email & Executive CommunicationsTriage and manage CEO email inbox with sound judgment and discretionDraft responses, flag priority issues, and escalate appropriatelyMaintain professional, timely communication on behalf of the CEO when needed Board & Executive Meeting SupportCoordinate Board meetings, executive sessions, and leadership offsitesManage logistics, agendas, materials, and follow-upsSupport preparation, distribution, and secure handling of Board decks and documentationInterface confidently with Board members and senior leaders Expense & Administrative ManagementManage CEO and C-Suite expense reporting accurately and efficientlyEnsure compliance with internal policies and audit expectations Facility & Office ManagementOversee executive office and related facility needsCoordinate vendors, access, and office logistics to maintain a professional environment AI-Enabled Productivity & Process OptimizationLeverage AI tools for scheduling optimization, summarization, prioritization, and workflow automationContinuously improve executive support processes through technology and systems thinking Confidentiality & JudgmentHandle highly sensitive information with absolute discretionExercise mature judgment in ambiguous, high-stakes situationsQualification RequirementsThe 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 ExperienceBachelor's degree or equivalent required. 7–10+ years supporting a CEO or C-suite executive in a fast-paced environmentSALARY RANGE$90,000 to $120,000 plus 5% AIP per yearDISCLAIMERThis 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.