The Dilawri family is in the process of establishing a dedicated family office to manage finance, personal affairs, and administrative operations. We are seeking a highly organized, discreet, and proactive Family Office Operations Manager to take a foundational leadership role in building and shaping the office.

Founded in 1985, Dilawri is Canada’s largest automotive group and one of Canada’s Best Managed Companies. Dilawri operates over 85 franchised dealerships, representing more than 38 of the world’s most respected automotive brands across British Columbia, Alberta, Saskatchewan, Ontario, Quebec, and Washington, DC.

With a team of more than 4,000 employees, Dilawri fosters a culture rooted in collaboration, accountability, and continuous learning. Our values of Excellence, Leading, Teamwork, Integrity, Innovation, and Giving Back guide how we work, how we lead, and how we serve our customers and communities. Through the Dilawri Foundation, we are also committed to making a meaningful impact in the communities we serve.

Position Overview
The Family Office Operations Manager is a unique role and a high‑impact opportunity to design processes and establish best practices from the ground up. You will oversee both financial administration and lifestyle support and will play a critical role in ensuring the smooth operation of the family’s personal and financial affairs. As an integral member of a small, dynamic team, you will help define the structure and operations of the family office, making this role both strategic and hands‑on.

Primary Duties & Responsibilities

Consolidated net worth statements

Cash flow tracking across entities and accounts

Budgeting for family and lifestyle expenses

Bill pay and expense management

Internal controls, approvals, and audit readiness

Governance & Family Dynamics





Establishing family governance structures

Drafting family constitutions or charters

Facilitating family meetings

Managing generational transitions

Education for next‑gen family members

Cybersecurity and data privacy coordination

Fraud prevention and controls

Business continuity and disaster planning

Oversight of residential and commercial real estate

Art, collectibles, wine, and other passion assets

Staff oversight (household employees, security)

Developing a philanthropy strategy aligned with family values

Managing foundations or charitable entities

Grant evaluation and impact measurement

Administrative & Personal Concierge Services

Personal projects (books, legacy planning, archives)

Managing external advisors

Ensuring advisors work together rather than in silos

Avoiding duplication, conflicts, and missed issues

Qualifications Required
Education
Experience

5+ years of experience in family office operations, private client services, executive support

Experience establishing or scaling processes in a new office environment is highly desirable

Solid organizational, multitasking, and problem‑solving skills

Proficiency with Microsoft Office Suite

High degree of discretion, professionalism, and trustworthiness

Experience in luxury lifestyle management, concierge services, or hospitality strongly preferred

Ability to balance strategic leadership with hands‑on operational execution

Anticipates needs and acts proactively

Adaptable and flexible in a dynamic, evolving environment

Strong attention to detail, accuracy, and confidentiality

Benefits

Discounted employee vehicle purchase program

Job‑specific coaching & training programs

Employee wellness & assistance programs

Employee social events

#J-18808-Ljbffr

📌 Family Office Operations Manager Dilawri Group of Companies - National Toronto, ON (Ontario)
🏢 Dilawri Group of Companies
📍 Ontario