Senior Executive Assistant (Global, Travel-Intensive Role, AI-Fluent)

SpencerPruitt•West Palm Beach, FL

21h•$100,000 - $115,000•Onsite

About The Position

We are hiring an Executive Assistant who operates like a force multiplier — not a gatekeeper. This role supports a senior principal who leads a founder-built operating platform spanning 11+ active business entities across consulting, energy and commodities, AI and technology, media strategy, marketing, entertainment, private aviation, and financial services. The environment functions more like a family office than a traditional corporation — fast-paced, high-trust, and high-stakes. The right person for this role doesn't just manage a calendar. They use AI tools to prepare meeting briefs in minutes, draft and refine executive correspondence, summarize complex documents, coordinate across multiple business contexts simultaneously, and anticipate what the principal needs before being asked. This is a technology-forward role in which AI fluency is not a bonus — it is a core competency. This is a long-term position (4–5 year horizon) with meaningful growth potential as the organization scales. You will have a front-row seat to how a complex, multi-entity business is built and run — and a direct hand in making it work.

Requirements

3–7 years of experience as an Executive Assistant, Chief of Staff, or comparable high-trust operational role
Demonstrated proficiency with AI productivity tools (Claude, ChatGPT, Microsoft Copilot, or equivalent) — must be comfortable using AI daily to draft communications, prepare research, summarize documents, and streamline workflows
Experience navigating complex, multi-stakeholder environments — family offices, holding companies, founder-led platforms, or multi-entity organizations strongly preferred
High mobility and flexibility: valid passport, ability to obtain international visas, and genuine comfort with extended travel
Exceptional written and verbal communication skills
Strong proficiency with Microsoft Outlook, Teams, and standard productivity software
Impeccable discretion, judgment, and professionalism

Nice To Haves

Experience supporting UHNW individuals, principals, or C-suite executives
Familiarity with legal or financial services environments
Experience with iManage, Clio, or similar document/practice management platforms
Background coordinating across multiple business units or portfolio companies
Comfort building and maintaining systems (trackers, dashboards, SOPs) to manage information flow

Responsibilities

Manage complex calendars across time zones with strong judgment and prioritization
Control executive access and scheduling with discretion and confidence
Draft, coordinate, and manage executive communications — leveraging AI tools to produce polished output quickly
Prepare meeting briefs, background research, and document summaries using AI (Claude, ChatGPT, Copilot)
Track follow-ups, commitments, and priorities across 11+ business entities with precision
Represent the principal in scheduling and logistics conversations
Proactively identify opportunities to streamline workflows using technology and AI
Coordinate domestic and international travel itineraries across multiple time zones
Prepare and manage travel documentation, visas, and logistics
Support continuity of work during extended travel periods
Ensure seamless transitions between offices, hotels, and temporary workspaces
Navigate across multiple business entities, each with distinct operations and stakeholders
Route and prioritize information flow to the principal across the platform
Maintain awareness of active priorities across consulting, energy, technology, media, and other verticals
Coordinate with other executive assistants and administrative staff across the organization