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Two accountants in front. A bench of specialists behind.

Leyland & Matters grew from a vision shared by Doug Leyland and Jordan Matters: give wealthy Canadian families the kind of insurance advice an accountant would actually sign off on. Over 35 years of combined experience, with a foundation as Chartered Accountants.

01 The principals

Portrait of Doug Leyland

Doug Leyland

CPA, CA, MBA

Burlington raised, with a Hons. BBA from Wilfrid Laurier, a CA earned articling at Clarkson Gordon (now Ernst & Young), and an MBA from McMaster. Doug joined the financial world in the week of the 1987 crash and never looked back.

In 2000 he left a large dealer over its proprietary products. His view: a firm that manufactures investments and sells advice about them is in a conflict of interest. So he founded his own independent firms, yourCFO Advisory Group and yourCFO Insurance Solutions, and guided clients through 9/11, the tech meltdown, 2008, and Covid.

He has chaired the United Way's Leadership Group, with client and hockey legend Bobby Orr as honourary co-chair, and served on the Investment Committee of the Burlington Community Foundation. In 2013 he climbed Mount Kilimanjaro with his children Andrew and Claire. The guides kept saying pole pole. Slowly, slowly. He protects wealth the same way.

Portrait of Jordan Matters

Jordan Matters

CPA, CA, CIM

Burlington is the place Jordan has always called home. A Bachelor of Accounting from Brock and a CPA, CA earned with Taylor Leibow in Hamilton grounded him in the taxation of owner-managed companies. He joined Doug in 2014.

His father founded the local charity Shifra Homes in 2004, and Jordan honours that legacy as its Treasurer. He is an active member of the Estate Planners' Council of Halton.

He works by two phrases his grandfathers repeated: say what you mean, do what you say, and work smarter, not harder. Clients get a tax mind, a steady manner, and answers in plain English.

02 The wider team

A unified front, case by case.

Behind Doug and Jordan stands a bench covering operations, underwriting, advanced case design, compliance, and living benefits.

Portrait of Jennifer Wessels

Jennifer WesselsHons. BBA

Manager of Operations & Client Care

With the team since 2000, Jenn has worked across client services, operations, and compliance. She sets the client service standards the firm is known for.

Portrait of James Deakin

James DeakinASA, CFP, CLU, ACIA

Senior VP, High Net Worth & Insurance Sales, TruStone Financial Inc.

James started in life insurance product development and has spent a 35+ year career structuring policies for high net worth clients. He is a member of the Conference for Advanced Life Underwriting.

Portrait of Michelle Roussin

Michelle RoussinAALU, ALMI, CHS

Head of Tactical Field Underwriting, TruStone Financial Inc.

Michelle leads the confidential underwriting conversation. She gathers what insurers need to know, speaks their language, and works with technical underwriters from day one for the best pricing and approval decisions.

Portrait of Charles Zima

Charles Zima

First Contact Officer

Charles is the first voice you hear at Leyland & Matters.

Portrait of Jason Julian

Jason Julian

VP, Group Insurance & Retirement Solutions, TruStone Financial Inc.

Jason builds group insurance and retirement solutions around a Prevention First approach to client health and wellness.

Portrait of Godfrey Kiu

Godfrey Kiu

Senior Compliance Manager, TruStone Financial Inc.

Godfrey keeps every recommendation inside the lines: regulatory adherence, risk mitigation, and a culture of compliance.

Portrait of Audrey Carroll

Audrey Carroll

Senior Large Case Manager, TruStone Financial Inc.

Thirty-five years in the industry, hand-selected for TruStone’s High Net Worth team. Audrey is the operational backbone who keeps complex cases moving between clients, advisors, and carriers.

Would you prefer to leave more of your wealth to your family and your charities, or to the CRA?

One conversation answers it. Confidential, unhurried, and without obligation.

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