Summary
Overview
Work History
Education
Skills
Accomplishments
Timeline
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JONATHAN DAVID PELLETIER

Summary

Elite Executive Assistant and Estate Manager with over a decade of experience supporting ultra-high-net-worth families and managing complex multi-estate households. Proven track record in overseeing intricate estates, luxury assets, and confidential projects with discretion and operational excellence. Renowned for a proactive, solutions-oriented approach that transforms challenges into innovative opportunities, ensuring that 'impossible' is never an option. Committed to delivering seamless, detail-driven execution that enhances lifestyle and elevates the legacy of principals through hands-on leadership and a focus on human-centered service.

Overview

25
25
years of professional experience

Work History

Private Estate Assistant & Operations Manager

Private Family Household
06.2024 - 07.2025
  • One year contract supported a private family managing primary and secondary residences and facilitating smooth integration into the local area. Recognized for exceptional work ethic and awarded a substantial performance bonus when role was complete.
  • Oversaw household operations including staff management, inventory, personal shopping, and integrated new eco-friendly cleaning systems. Built a comprehensive House Manual and established workflows for seamless execution.
  • Coordinated vendors for construction, landscaping, pool systems, interior design, and smart-home technology. Identified and corrected permit issues from prior contractors, preventing project failure and ensuring compliance with city regulations.
  • Designed and executed hands-on projects including garden layouts, walkways, and exterior aesthetics to create a functional and visually appealing estate.
  • Planned and executed private events and charity functions, managing logistics from setup to breakdown with precision.
  • Supported travel logistics, concierge itineraries, and special projects, anticipating needs and executing independently.
  • Built local vendor relationships and facilitated lifestyle integration for the family.

UHNW Multi Estate Manager & Private Assistant

Private Family Households
10.2022 - 05.2024
  • Directed daily operations across multiple estates, twenty commercial properties, condominiums, and a yacht; supervised staff, managed workflows, and ensured seamless household and asset management.
  • Provided personal assistant services for a family of six, including serving as personal driver in a Rolls-Royce, coordinating complex calendars, private jet and luxury car travel, and 24/7 concierge-level support.
  • Managed and resolved advanced home automation systems (Crestron, Lutron, Pentair), correcting costly errors and ensuring reliable, high-performance operation of all estate technology.
  • Led legal, documentation, and compliance initiatives, including 40-Year Certification for business properties and facilitating domestic and international legal proceedings.
  • Coordinated vendors, contractors, and specialty services for construction, landscaping, pools, and estates; identified and resolved critical infrastructure issues to protect property and investments.
  • Designed and executed custom projects, high-profile events, and luxury travel logistics, enhancing estate value and delivering exceptional experiences.

House Manager & Private Personal Assistant

Private Households
08.2015 - 01.2021
  • Managed vendors, coordinated repairs and deliveries, and supervised housekeeping staff across three properties.
  • Created a comprehensive House Manual, mediated family matters, and scheduled household activities.
  • Planned and booked domestic and international family excursions, vacations, and private plane travel.
  • Conducted personal shopping and managed vehicle maintenance, ensuring luxury standards and impeccable cleanliness.
  • Provided childcare and pet care, inspected household tasks for quality, and executed private events, including bartending when needed. Maintained 24/7 availability, demonstrating adaptability, composure, and efficiency.
  • Developed a trusted, ongoing relationship with a Philadelphia family while running my full-time business, providing household management, driving, and travel support. Assisted with property sales after Covid, and on-demand needs over several years, showcasing long-term client loyalty, discretion, and reliability. Still assist on occasion when they visit.

General Manager of Operations

JDP Invest LLC
07.2015 - 09.2022
  • Managed personal fleet of 35+ luxury vehicles, maintaining records and resolving issues promptly.
  • Provided curbside delivery service from Miami to West Palm Beach, earning 4,000+ five-star reviews.
  • Managed intricate calendars and flight arrangements for seamless schedules.
  • Trained in enhanced cleaning practices and set accurate pricing by monitoring conditions.
  • Orchestrated new purchases and tracked fleet movements, making informed decisions on buy, sell, or trade actions.
  • Delivered professional chauffeur services, ensuring high satisfaction and resolving reservation challenges.
  • Established positive and effective communication among unit staff and organization leadership, reducing miscommunications, and missed deadlines.

General Manager and Buyer

ORMA at Caribe Hilton
11.2011 - 07.2015
  • Directed luxury brand portfolios including Moschino, Valentino, Chloe, and Jean Paul Gaultier.
  • Organized trade shows, curated visual merchandising, and provided high-touch client services.

VIP Server Captain

The Forge
05.2010 - 02.2012
  • Delivered discreet fine dining service to UHNW clients and private events.
  • Managed estate gatherings and trained staff in elite service standards.

Executive Administrative Assistant

MetLife
04.2000 - 12.2005
  • Coordinated schedules for 14 executives and managed high-volume travel and meetings.
  • Oversaw daily operations for 200 IT staff, ensuring continuity and organization.

Education

Accounting and Business Management

Nichols College
Dudley, MA

Accounting and International Economics

Shepherd Hill Regional
Dudley, MA

Skills

  • Executive and strategic support
  • Estate and household operations
  • Staff leadership and vendor management
  • Crisis management and High EQ
  • Luxury vehicle and asset oversight
  • Private travel and event planning
  • Confidential communication and principal liaison
  • Smart home systems and technology integration

Accomplishments

  • Designed a custom oxygen chamber with an international engineering team.
  • Created bespoke saunas and gyms, elevating wellness spaces across multiple households.
  • Directed 40 Year Building Recertification projects with architects and city officials to ensure full compliance.
  • Coauthored a Microsoft Excel book as a teenager, showing early mastery in systems and organization.
  • Integrated advanced smart home technologies to enhance efficiency and lifestyle.

Timeline

Private Estate Assistant & Operations Manager

Private Family Household
06.2024 - 07.2025

UHNW Multi Estate Manager & Private Assistant

Private Family Households
10.2022 - 05.2024

House Manager & Private Personal Assistant

Private Households
08.2015 - 01.2021

General Manager of Operations

JDP Invest LLC
07.2015 - 09.2022

General Manager and Buyer

ORMA at Caribe Hilton
11.2011 - 07.2015

VIP Server Captain

The Forge
05.2010 - 02.2012

Executive Administrative Assistant

MetLife
04.2000 - 12.2005

Accounting and International Economics

Shepherd Hill Regional

Accounting and Business Management

Nichols College
JONATHAN DAVID PELLETIER