Executive and Personal Assistant

About the Opportunity

Our client, a discreet family office situated in downtown Toronto, is looking for a highly organized and proactive Executive Assistant / Personal Assistant / Office Manager to join their close-knit team. This role supports a small family office managing investments, personal assets, and real estate, working closely with senior family members and important stakeholders.

This position is dynamic and people-oriented, where each day brings new challenges. You will be essential in ensuring the smooth running of both business and personal activities by providing executive support, managing personal affairs, and overseeing day-to-day office operations. Success relies on building trust, being initiative-driven, and anticipating needs before they arise.

Working Conditions

• Location: Downtown Toronto, ON
• Work Mode: Fully onsite
• Schedule: Monday to Friday, 9:00 a.m. to 5:00 p.m.
• Language: Excellent written and verbal English communication required
• Requirement: Must successfully complete a background check

Responsibilities

• Provide executive support by managing calendars, organizing meetings, planning travel, and handling confidential correspondence for senior family members
• Manage personal administrative tasks like travel arrangements, dining reservations, appointments, bill payments, banking, and daily personal requests
• Maintain efficient office operations through managing supplies, coordinating with vendors, IT support, building management, and service providers
• Assist with financial tasks including corporate and personal banking transactions, transfers, expense tracking, and invoice processing
• Identify process improvements, support special projects, and respond flexibly to changing priorities while maintaining professionalism and discretion

Skills and Qualifications

• Experience as Executive Assistant, Personal Assistant, Office Manager, or similar administrative roles
• Background supporting executives, business owners, or families in small business, entrepreneurial, or family office settings is preferred
• Exceptional organizational abilities alongside multitasking and prioritization skills
• Self-motivated, resourceful, and independent with confidence in decision-making and minimal supervision
• Excellent interpersonal skills, presenting a friendly, approachable, and professional demeanor
• High discretion and integrity when managing confidential information
• Familiarity with Microsoft Office; experience with expense management, banking administration, or bookkeeping is advantageous

Additional Information

The hiring team values personality, initiative, and trust more than extensive years of experience. They seek a confident, resourceful individual passionate about supporting others and contributing to a small, collaborative team environment.

The workplace is a welcoming family office emphasizing strong relationships and trust, located in Yorkville with easy public transit access. Employees receive a comprehensive benefits package after completing the probation period.