We are seeking a highly organized and proactive House Manager & Personal Assistant to oversee the daily operations of a private residence and support a high-profile entrepreneur. This role requires exceptional discretion, flexibility, and the ability to manage a dynamic household and travel schedule. The ideal candidate is detail-oriented, resourceful, and thrives in a fast-paced environment.

Key Responsibilities:

• Oversee and manage the day-to-day operations of the household, ensuring a well-maintained and organized living space.
• Manage grocery shopping, maintain a reoccurring grocery list, and ensure the fridge and pantry are always stocked with essential items.
• Maintain a clean and organized kitchen, keeping up with daily tidiness
• Handle laundry, including washing, folding, and putting away clothes.
• Keep common areas and living spaces tidy, ensuring household items are properly stored and organized.
• Coordinate household maintenance, repairs, and services, liaising with vendors and service providers as needed.
• Plan and oversee travel itineraries, ensuring seamless logistics for both domestic and international trips.
• Organize and oversee household schedules, including appointments, deliveries, and special events.
• Assist with personal errands such as shopping, returns, and scheduling appointments.
• Ensure household supplies, toiletries, and essentials are always stocked and replenished.
• Provide occasional light meal preparation or coordinate meal planning and ordering.
• Maintain an efficient filing and organization system for household documents, receipts, and expenses.
• Troubleshoot and resolve household-related challenges promptly, positively and efficiently.

Qualifications & Requirements:

• Minimum of 3-5 years of experience in a similar high-level house manager or personal assistant role.
• Strong organizational and time-management skills with a keen eye for detail.
• Excellent written and verbal communication skills.
• Ability to multitask, prioritize, and work under pressure.
• Proficiency in Microsoft Office Suite, Google Workspace, and household management tools.
• A high degree of discretion, confidentiality, and professionalism.
• Valid passport and ability to travel internationally without restrictions.
• Valid driver’s license with a clean driving record.
• Willingness and ability to travel extensively, often on short notice.
• Flexibility in working hours, including evenings and weekends as required.

If you are a proactive, POSITIVE and highly organized professional who excels in household management and personal support, we encourage you to apply.

Location: Whitby Ontario Canada (home base)

Available to travel 80% of the time