Join Canada’s Largest Automotive Group

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 Director 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 , we are also committed to making a meaningful impact in the communities we serve.

Discover how you can build your career with .

Position Overview

The Family Office Director 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

Financing Reporting & Controls

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

Risk Management & Asset Protection

Insurance review (property, liability, D&O, umbrella) Legal risk oversight Cybersecurity and data privacy coordination Fraud prevention and controls Business continuity and disaster planning

Real Estate & Lifestyle Asset Management

Oversight of residential and commercial real estate Property management coordination Aircraft, yachts, vehicles Art, collectibles, wine, and other passion assets Staff oversight (household employees, security)

Philanthropy & Impact

Developing a philanthropy strategy aligned with family values Managing foundations or charitable entities Grant evaluation and impact measurement Coordinating tax‑efficient giving Next‑gen involvement in philanthropy

Administrative & Personal Concierge Services

Travel coordination Lifestyle management Vendor negotiation Personal projects (books, legacy planning, archives) Coordination during major life events

Advisor Coordination

Managing external advisors: Ensuring advisors work together rather than in silos Avoiding duplication, conflicts, and missed issues

Qualifications Required

Education

5+ years bookkeeping/accounting (CPA designation preferred)

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. Strong 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.

About Dilawri

In addition to working with and learning from a team of leading professionals in the automotive industry, our benefits include:

Discounted employee vehicle purchase program Job-specific coaching & training programs Comprehensive health & dental plans Employee wellness & assistance programs Employee social events

Build your career with a team that is driven by excellence, integrity and innovation. Discover Dilawri.