Private Personal Assistant

Job summary

Manage all professional and personal aspects of an entrepreneur's life, including calendar, travel, and household operations. Act as a chief of staff and fixer, handling everything from vendor coordination to pet management and errands.

Job details

THE OPPORTUNITY On behalf of our client, we are looking for someone who can run a life: professional, personal, and everything in between, for a private, accomplished entrepreneur and business owner. Think less “assistant,” more “chief of staff, fixer, travel agent, wardrobe stylist, pet-lover, and calm-in-the-storm,” all in one person. If you like variety, project management and providing excellence in customer service, this role is for you. The day to day Managing all aspects of the principal's professional and personal life including and not limited to calendar management, correspondence, and all critical priorities. Project-managing the household: staff coordination, vendors, maintenance, and ad hoc projects. Planning and booking travel: itineraries, logistics, contingency plans. Managing wardrobes, packing, and thinking about the small details that make a big difference. Running errands and handling odd jobs: no task too small, no request too random. Pet management: Dogs are a central part of this family, this role requires a genuine love of animals. Juggling multiple projects and priorities at once without dropping the important ones. Being on call and ready to adapt when plans change, because they will. Catching whatever anything else turns out to be that day. Who You Are Mature, discreet, and unshakeable. This role sees and hears things that must remain confidential at all times. A proactive thinker who solves problems before they're problems and proactively thinks in a customer-first mindset. A clear, concise communicator: no fluff, no rambling, just what's needed. Thick-skinned and even-keeled, able to take feedback and curveballs in stride without taking it personally. Comfortable with ambiguity, multiple moving parts, and operating in the grey. This role must be self-lead. Trustworthy to the core, with a confiding nature. Qualifications Minimum 5 years' experience in a similar role, or a background in hospitality / customer service. Valid Class 5 driver's license, a clean driver's abstract, and comfort operating a vehicle as part of the role. Valid Canadian passport and the ability to travel internationally on short notice. Highly competent with everyday software, Microsoft Suite and Apple products alike. Flexible work schedule and able to shift around evenings, weekends, and last-minute changes as needed. The Fine Print On-site, splitting time between multiple locations, sometimes throughout the day. On-call availability required, this is not a 9 to 5 job. You'll be surrounded by a team of genuine, supporting, and caring individuals. Bring your A game to this role every day and your opportunities are endless. Extreme discretion and confidentiality are non-negotiable. Why This Role Because no two days will look the same, because you'll be trusted with real responsibility from day one, and because you'll be working closely with someone who values the people around them. If you're organized, unflappable, and ready to be indispensable, we'd love to hear from you. Work Location: In person

What you’ll do

Manage all professional and personal aspects of an entrepreneur's life, including calendar, travel, and household operations. Act as a chief of staff and fixer, handling everything from vendor coordination to pet management and errands.

Requirements

Requires at least 5 years of experience in a similar role or hospitality, a valid driver's license, and a Canadian passport for international travel. Candidates must be discreet, proactive, and available for a flexible, on-call schedule.

Listed skills

• Time management · Preferred
• Customer service · Preferred
• Problem solving · Preferred
• adaptability · Preferred
• Vendor Coordination · Preferred
• Communication · Preferred
• Logistics · Preferred
• Project management · Preferred
• Microsoft Office Suite · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Calendar Management
• Project Management
• Travel Planning
• Household Management
• Vendor Coordination
• Confidentiality
• Customer Service
• Microsoft Office Suite
• Apple Products
• Communication
• Problem Solving
• Logistics
• Wardrobe Management
• Pet Care
• Time Management
• Adaptability

Job areas

• Administrative
• Management & Leadership
• Hospitality
• Customer Service & Support