Personal Assistant to Principal

Role OverviewWe are seeking an exceptional Personal Assistant to support a high-net-worth principal with complex personal, professional, and family-office-adjacent responsibilities. This role requires uncommon judgment, discretion, and anticipatory thinking. The ideal candidate operates as a trusted proxy-managing details independently, protecting the principal's time, and preventing problems before they surface.This is not a task-execution role. It is a judgment-based, trust-based position for someone who thrives on responsibility, confidentiality, and long-term partnership.Core ResponsibilitiesPrincipal Support & GatekeepingServe as primary gatekeeper for the principal's time, communications, and prioritiesAct as a proxy decision-maker on routine and sensitive matters, escalating only what truly requires principal involvementAnticipate needs, risks, and opportunities without being directedMaintain situational awareness across personal, business, and family-office mattersScheduling, Travel & LogisticsOwn all calendar strategy, not just scheduling-optimize time, energy, and focusPlan and manage complex domestic and international travel, including contingenciesCoordinate logistics across multiple residences, offices, and time zonesPrepare the principal thoroughly for meetings, events, and decisionsConfidential & Sensitive MattersHandle highly confidential personal, financial, and legal information with absolute discretionInterface with attorneys, CPAs, bankers, investment professionals, and household staffManage sensitive correspondence and communications on behalf of the principalMaintain secure systems for records, documents, and information flowPersonal & Household CoordinationOversee personal appointments, family commitments, and private engagementsCoordinate with household staff, vendors, and service providers as neededManage personal projects and special initiatives from concept through completionEnsure seamless execution across personal and professional domainsExperienceRequired Experience & Profile7+ years supporting a senior executive, principal, or HNW/UHNW individualExperience in a family office, private equity, investment firm, or high-pressure executive environment strongly preferredProven track record of long-term roles built on trust and discretionCore Traits (Non-Negotiable)Exceptional judgment and ability to prioritize in ambiguous situationsDiscretion and confidentiality at the highest levelAnticipatory mindset-acts before being askedStrong backbone-comfortable saying "no" on behalf of the principalCalm under pressure and unfazed by complexity or changing prioritiesDetail-oriented without losing strategic perspectiveWorking Style & ExpectationsHighly autonomous with minimal supervisionFlexible availability aligned with the principal's needs (not a rigid 9-to-5 role)Comfortable blending personal and professional responsibilities seamlesslyMaintains professionalism, boundaries, and sound judgment at all timesCompensation & StructureCompetitive compensation commensurate with experiencePerformance-based bonusComprehensive benefitsLong-term role with opportunity to grow in scope and responsibilityWhat Success Looks LikeThe principal's time is protected and optimizedIssues are resolved before they reach the principalCommunication is filtered, contextualized, and preciseThe principal operates more effectively, calmly, and strategically because of your presenceConfidentialityThis role requires the highest level of discretion.A comprehensive NDA will be required, and confidentiality is considered fundamental to performance.Candidates who thrive in this role take pride in being indispensable, invisible when appropriate, and relentlessly reliable.Salary: $75000 - $90000 per year