Jason Goldberg Winnipeg – Business and Tax Law

Jason Goldberg has built his career in a field where precision matters and trust is earned over time. As a partner at MLT Aikins, the largest law firm in Manitoba and Western Canada, he works at the centre of complex business decisions. His focus is tax law, corporate planning and commercial transactions. His approach is calm, structured, and grounded in long-term thinking.

“I’ve always believed that clarity and precision is critical,” Jason says. “When people understand what they’re doing, better decisions follow.”

Early years and a Winnipeg Foundation

Jason is a lifelong Winnipeg resident. Growing up in the city shaped how he views work and community. Sports and culture were always close at hand, from the old Winnipeg Arena to what is now Canada Life Centre.

“Winnipeg has a way of teaching you commitment,” he says. “You stay loyal. You put the work in.”

That mindset showed up early. In 1989, Jason received a YTV Achievement Award for Entrepreneurship. While still a student, he was already interested in how ideas turn into lasting ventures.

He earned a BA from the University of Manitoba in 1993. He then completed his law degree at the University of Western Ontario in 1997 and was called to the Manitoba Bar in 1998.

Choosing tax and corporate law

Early in his legal career, Jason was drawn to tax law because it provides an opportunity to provide clients lasting value and helps shape transactions efficiently. 

“Tax touches almost every major business decision,” he says. “If you ignore it, you miss how the whole system fits together.”

He pursued advanced training to deepen his expertise. In 2006, he completed the CICA In-Depth Tax Course, along with programs focused on corporate reorganizations and tax law for lawyers.

“These programs teach discipline,” Jason says. “You learn that small details can change the outcome in big ways."

In 2020 and 2022, Lexpert recognized Jason as a prominent tax practitioner in Manitoba.

Building a practice around real decisions

Jason’s work today focuses on corporate tax planning, acquisitions and divestitures, reorganizations, and estate and succession planning. Much of it involves closely held and family-owned businesses.

These clients are often facing moments of transition. A sale. A restructuring. A generational change.

He is known for helping clients translate complex structures into clear frameworks. The goal is not to overwhelm, but to align intent with structure.

“When everyone understands the plan, execution becomes easier,” he says.

Leadership at MLT Aikins

As a tax partner at MLT Aikins, Jason works in a collaborative environment. Large transactions require coordination across legal, tax, and advisory teams.

“No one does this work alone,” he says. “Leadership is about making sure the right voices are heard at the right time across a variety of disciplines.”

He is also active in professional education. Jason has written and presented for the Canadian Tax Foundation and CLE and has presented to groups such as the Business Development Bank of Canada.

“Preparing a paper forces you to stay sharp,” he says. “If you can explain something simply, it helps to fully understand it.”

Life beyond the office

Outside of work, Jason remains deeply engaged with sports and the arts. He is a lifelong fan of the NHL and NBA. At home, he supports the Winnipeg Jets. When watching from afar, he follows the New York Rangers. He also keeps an eye on the Phoenix Suns and the Vancouver Canucks.

“Sports are a shared language,” he says. “They connect people across generations.”

Jason is also an active supporter of the arts. He regularly attends the Vancouver International Film Festival and the Toronto International Film Festival. He enjoys discovering new voices and stories.

He supports cultural institutions including the Vancouver Symphony, Phoenix Symphony, Vancouver Art Gallery, Phoenix Art Museum, and the Scottsdale Museum of Contemporary Art.

“The arts remind you that there are many ways to see the world,” he says. “That perspective helps in business too.”

Commitment to education and community

Jason is an advocate for education and youth development. He supports Balmoral Hall School and programs that focus on leadership, curiosity, and character.

“Education shapes how people think long before they make career choices,” he says. “It’s one of the most meaningful ways to support a community.”

A career defined by consistency

Jason Goldberg’s career is defined by steady progress and ongoing continuing legal education. He has built a reputation for thoughtful execution and clear judgment.