Personal Assistant to Principal

Role Overview

We 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 Responsibilities

Principal Support & Gatekeeping

Serve as primary gatekeeper for the principal's time, communications, and priorities
Act as a proxy decision-maker on routine and sensitive matters, escalating only what truly requires principal involvement
Anticipate needs, risks, and opportunities without being directed
Maintain situational awareness across personal, business, and family-office matters

Scheduling, Travel & Logistics

Own all calendar strategy, not just scheduling-optimize time, energy, and focus
Plan and manage complex domestic and international travel, including contingencies
Coordinate logistics across multiple residences, offices, and time zones
Prepare the principal thoroughly for meetings, events, and decisions

Confidential & Sensitive Matters

Handle highly confidential personal, financial, and legal information with absolute discretion
Interface with attorneys, CPAs, bankers, investment professionals, and household staff
Manage sensitive correspondence and communications on behalf of the principal
Maintain secure systems for records, documents, and information flow

Personal & Household Coordination

Oversee personal appointments, family commitments, and private engagements
Coordinate with household staff, vendors, and service providers as needed
Manage personal projects and special initiatives from concept through completion
Ensure seamless execution across personal and professional domains

Required Experience & Profile

Experience

7+ years supporting a senior executive, principal, or HNW/UHNW individual
Experience in a family office, private equity, investment firm, or high-pressure executive environment strongly preferred
Proven track record of long-term roles built on trust and discretion

Core Traits (Non-Negotiable)

Exceptional judgment and ability to prioritize in ambiguous situations
Discretion and confidentiality at the highest level
Anticipatory mindset-acts before being asked
Strong backbone-comfortable saying "no" on behalf of the principal
Calm under pressure and unfazed by complexity or changing priorities
Detail-oriented without losing strategic perspective

Working Style & Expectations

Highly autonomous with minimal supervision
Flexible availability aligned with the principal's needs (not a rigid 9-to-5 role)
Comfortable blending personal and professional responsibilities seamlessly
Maintains professionalism, boundaries, and sound judgment at all times

Compensation & Structure

Competitive compensation commensurate with experience
Performance-based bonus
Comprehensive benefits
Long-term role with opportunity to grow in scope and responsibility

What Success Looks Like

The principal's time is protected and optimized
Issues are resolved before they reach the principal
Communication is filtered, contextualized, and precise
The principal operates more effectively, calmly, and strategically because of your presence

Confidentiality

This 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.