Personal Executive Assistant Needed For HNW Family

Diamond Group

Executive/Personal Assistant – Household & Family Operations

Location: Chelsea, QC

Compensation: Up to $100,000 Gross per Year + Benefits

Are you a highly organized, proactive, and resourceful professional with a passion for making life run smoothly? Do you thrive in fast-paced environments, take pride in anticipating needs before they arise, and excel at juggling diverse responsibilities? If so, we'd love to meet you.

We're looking for an exceptional Executive/Personal Assistant to support a dynamic, high-profile family based in Chelsea, QC. In this role, you'll be the behind-the-scenes superstar who keeps everything on track—from household logistics and calendar management to travel planning and new home construction coordination.

This isn't your typical assistant position—it's an exciting and multifaceted opportunity for someone who is solution-oriented, detail-driven, and thrives on variety. You'll wear many hats, all while upholding the highest standards of confidentiality, professionalism, and discretion.

What You'll Do

Household & Property Management

  • Keep the home running like a well-oiled machine—managing supplies, grocery shopping, and maintaining inventory.
  • Oversee daily operations and maintenance across multiple properties.
  • Coordinate with contractors, vendors, and service providers to ensure top-notch care of the home and vehicles.

New Home Construction Support

  • Be a key liaison in the home-building process—helping coordinate with designers and contractors.
  • Research and manage home furnishings, finishes, and services.

Family & Child Support

  • Plan and coordinate children's extracurriculars, tutors, and school schedules.
  • Handle logistics and scheduling for family-related activities.

Travel Planning

  • Curate seamless travel experiences—booking flights, accommodations, and itineraries.
  • Handle last-minute changes with ease and grace.

Personal Errands & Concierge Services

  • Take care of errands and day-to-day personal tasks with a smile and efficiency.
  • Offer concierge-level support to family members as needed.

Executive-Level Administration

  • Manage calendars, appointments, and correspondence, in collaboration with the family's Executive Assistant.
  • Organize household files, streamline administrative systems, and tackle special research projects—whether it's sourcing the perfect home décor or planning a dream vacation.

Event & Social Planning

  • Organize memorable events, from birthday parties to intimate family gatherings.
  • Manage RSVPs, coordinate venues, and oversee event logistics.

Financial Oversight

  • Track household and personal expenses, ensuring accuracy and transparency.
  • Manage vendor contracts and handle purchasing, invoicing, and service negotiations.

What You Bring

  • 3+ years of experience as a Personal or Executive Assistant, ideally supporting high-net-worth individuals or families.
  • Impeccable organizational skills and a true multitasker.
  • Excellent written and verbal communication.
  • A proactive mindset—you see what needs to be done before anyone asks.
  • Tech-savvy with scheduling tools and productivity software.
  • A valid driver's license and access to reliable transportation.
  • Flexibility to work outside traditional hours when needed.

If you're a self-starter who finds joy in helping others succeed, and you're excited about joining a family-centric, fast-moving environment where no two days are the same—we want to hear from you!

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