Senior Executive Assistant (Global, Travel-Intensive Role, AI-Fluent)
SpencerPruitt, Inc, West Palm Beach, Florida, United States, 33412
SpencerPruitt, Inc.
Senior Executive Assistant AI-Fluent | Global Travel | Multi-Entity Operating Environment
Location: West Palm Beach, Florida
Travel: Travel-intensive; extended domestic and international travel required
Compensation: $100,000–$115,000 base + 0–20% discretionary bonus + full benefits
Start Window: Target start within 30–90 days
Reports To: Head of Executive & Administrative Operations (daily partnership with senior principal)
Search Type: Confidential — multi-entity holding company spanning consulting, energy, technology, media, aviation, and financial services
The Opportunity 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.
What Makes This Role Different Most EA roles support one executive at one company. This role requires you to navigate across an entire ecosystem of businesses, each with its own rhythm, stakeholders, and priorities. On any given day, you may be coordinating a consulting engagement, managing logistics for an international trip, preparing materials for a capital transaction, and ensuring nothing falls through the cracks across the platform.
We expect you to leverage AI tools — Claude, ChatGPT, Microsoft Copilot, and others — to work at a speed and quality level that would be impossible manually. An EA who can use Claude to draft a polished brief in 10 minutes is worth more to us than one who spends two hours doing it by hand, regardless of how many years of experience they have.
Travel & Availability This is a travel‑intensive, availability‑driven role. Readiness to travel is a core condition of employment. Candidates must be prepared for:
Extended domestic and international travel, including assignments ranging from 1 week to 60 consecutive days
Periods of heightened availability during travel and active transaction cycles
Variable work rhythms depending on geography and business cadence
Travel is not constant, but readiness is. During extended international assignments, work follows local business rhythms with natural breaks. After prolonged travel periods, recovery time is provided. When not traveling, the role is office‑based in West Palm Beach with an 8:00 a.m. start time.
Role Composition ~90% Executive Assistant responsibilities.
Calendar management, communications, travel coordination, meeting preparation, follow‑up tracking, and multi‑entity operational support.
~10% limited personal execution (exception‑based).
Backup coverage when the Personal Assistant is unavailable; travel‑related personal tasks such as organizing hotel suites, managing reservations, or packing logistics. Personal tasks are infrequent, situational, and strictly tied to executive mobility.
This is not a Personal Assistant or lifestyle‑management role.
Key Responsibilities Executive Support & AI‑Powered Productivity
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
Travel & Logistics
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
Multi‑Entity Coordination
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
Authority & Boundaries
Authorized to speak on behalf of the principal regarding scheduling, logistics, and availability
Not authorized to represent the principal on financial, commercial, or monetary matters without explicit direction
Expected to exercise judgment, discretion, and restraint at all times
Qualifications Required
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
Preferred
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
Culture & Environment This role is best suited for someone who:
Thrives in ambiguity and can operate effectively without a rigid playbook
Works well with strong, opinionated leadership personalities and earns trust through competence
Values polish, professionalism, and executive presence
Understands that trust and discretion outweigh process
Sees AI as a tool that makes them better, not a threat to their role
Wants to grow with an organization, not just fill a seat
Candidates seeking highly rigid structures, narrow role definitions, or purely transactional work may find this environment challenging.
Compensation & Benefits
Base salary: $100,000–$115,000
Discretionary bonus: 0–20% annually
All business travel fully covered
Company‑provided phone or soft phone (phone bill covered)
Home internet/cable reimbursement up to $150/month
Comprehensive healthcare benefits, including concierge medical services
Long‑term growth trajectory as the organization scales
NDA required. Exceptional discretion and reputational sensitivity expected.
How to Apply Submit your resume and a brief note (3–5 sentences) explaining how you currently use AI tools in your work. We are not looking for a cover letter — we want to see how you think and communicate concisely.
Candidates who demonstrate AI fluency in their application will be prioritized.
SpencerPruitt, Inc. • West Palm Beach, Florida
An Equal Opportunity Employer
#J-18808-Ljbffr
Senior Executive Assistant AI-Fluent | Global Travel | Multi-Entity Operating Environment
Location: West Palm Beach, Florida
Travel: Travel-intensive; extended domestic and international travel required
Compensation: $100,000–$115,000 base + 0–20% discretionary bonus + full benefits
Start Window: Target start within 30–90 days
Reports To: Head of Executive & Administrative Operations (daily partnership with senior principal)
Search Type: Confidential — multi-entity holding company spanning consulting, energy, technology, media, aviation, and financial services
The Opportunity 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.
What Makes This Role Different Most EA roles support one executive at one company. This role requires you to navigate across an entire ecosystem of businesses, each with its own rhythm, stakeholders, and priorities. On any given day, you may be coordinating a consulting engagement, managing logistics for an international trip, preparing materials for a capital transaction, and ensuring nothing falls through the cracks across the platform.
We expect you to leverage AI tools — Claude, ChatGPT, Microsoft Copilot, and others — to work at a speed and quality level that would be impossible manually. An EA who can use Claude to draft a polished brief in 10 minutes is worth more to us than one who spends two hours doing it by hand, regardless of how many years of experience they have.
Travel & Availability This is a travel‑intensive, availability‑driven role. Readiness to travel is a core condition of employment. Candidates must be prepared for:
Extended domestic and international travel, including assignments ranging from 1 week to 60 consecutive days
Periods of heightened availability during travel and active transaction cycles
Variable work rhythms depending on geography and business cadence
Travel is not constant, but readiness is. During extended international assignments, work follows local business rhythms with natural breaks. After prolonged travel periods, recovery time is provided. When not traveling, the role is office‑based in West Palm Beach with an 8:00 a.m. start time.
Role Composition ~90% Executive Assistant responsibilities.
Calendar management, communications, travel coordination, meeting preparation, follow‑up tracking, and multi‑entity operational support.
~10% limited personal execution (exception‑based).
Backup coverage when the Personal Assistant is unavailable; travel‑related personal tasks such as organizing hotel suites, managing reservations, or packing logistics. Personal tasks are infrequent, situational, and strictly tied to executive mobility.
This is not a Personal Assistant or lifestyle‑management role.
Key Responsibilities Executive Support & AI‑Powered Productivity
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
Travel & Logistics
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
Multi‑Entity Coordination
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
Authority & Boundaries
Authorized to speak on behalf of the principal regarding scheduling, logistics, and availability
Not authorized to represent the principal on financial, commercial, or monetary matters without explicit direction
Expected to exercise judgment, discretion, and restraint at all times
Qualifications Required
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
Preferred
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
Culture & Environment This role is best suited for someone who:
Thrives in ambiguity and can operate effectively without a rigid playbook
Works well with strong, opinionated leadership personalities and earns trust through competence
Values polish, professionalism, and executive presence
Understands that trust and discretion outweigh process
Sees AI as a tool that makes them better, not a threat to their role
Wants to grow with an organization, not just fill a seat
Candidates seeking highly rigid structures, narrow role definitions, or purely transactional work may find this environment challenging.
Compensation & Benefits
Base salary: $100,000–$115,000
Discretionary bonus: 0–20% annually
All business travel fully covered
Company‑provided phone or soft phone (phone bill covered)
Home internet/cable reimbursement up to $150/month
Comprehensive healthcare benefits, including concierge medical services
Long‑term growth trajectory as the organization scales
NDA required. Exceptional discretion and reputational sensitivity expected.
How to Apply Submit your resume and a brief note (3–5 sentences) explaining how you currently use AI tools in your work. We are not looking for a cover letter — we want to see how you think and communicate concisely.
Candidates who demonstrate AI fluency in their application will be prioritized.
SpencerPruitt, Inc. • West Palm Beach, Florida
An Equal Opportunity Employer
#J-18808-Ljbffr