Jason Ubeika, a Partner with BDO Canada and the US Personal Tax Practice Leader in Canada, is an expert on taxes for expatriate Canadians. He and Darren discuss Donald Trump’s Big Beautiful Bill. They talk about the impact on Canadian Snowbirds who own US properties and they both agree that having tax professionals familiar with the tax regimes in both countries can help avoid double taxation and prevent surprises.

Kevin Depocas Dumas, Associate Vice President of Business Development of NatBank says even with current US-Canada tensions he’s not seeing a lot of Canadians who want to sell their properties in Florida. Kevin and Darren discuss a wide range of issues affecting those who own property in Florida and about half a million Canadians are in that boat.

Dealing with the new administration in Washington won’t be easy, but it may offer opportunities for Canada and for investors. So says Darren’s guest Dennis Mitchell, CEO and CIO of Starlight Capital which is a wholly-owned subsidiary of Starlight Investments, a global real estate investment and asset management firm based in Toronto. Mitchell advises investors to take President Trump “seriously, but not literally."

With winter upon us a lot of Canadians head to southern climates in the U.S. and many of them own American real estate. But Canadians who buy, and sell, U.S. real estate should be aware of the potential complications. Carol Sadler – Tax Leader at Achen Henderson CPAs in Calgary joins Darren to explore the different ways Canadians can buy U.S. real estate and what can – and often does – go wrong. Carol recommends planning ahead and thinking of your exit strategy for selling even before you buy. 

Tax lawyer Trevor Parry https://trevorparry.com/ once told Stephen Harper that Canada has more auditors than infantry. Not to be outdone, Kim Moody of Moodys Private Client https://kimgcmoody.com/ says in the eyes of the Canada Revenue Agency a cocaine dealer can deduct expenses in this country, but not an Airbnb operator. 
With a new administration taking over in the US and Canada soon to be in the throes of a federal election, both experts joined Darren to talk about everything from high-income earners wanting to leave Canada to the need for tax reform.  

John Tavares of the Toronto Maple Leafs is in a dispute with the Canada Revenue Agency (CRA) that could have repercussions for pro athletes and high-income earners in many industries. Darren discusses the Tavares case with tax lawyer Shlomi Levy and tax accountant Kevyn Nightingale of Levy Salis LLP. The firm, which has NHL players as clients, is dedicated to US and Canadian tax and estate planning for individuals, corporations, and those with cross-border interests. 

Wealth management advisor Darren Coleman who specializes in cross-border financial issues discusses IT security with another Darren Coleman, founder of Coleman Technologies Inc. www.colemantechnologies.com which handles IT managed services and cyber services. The latter Coleman, who has been called Canada’s top IT expert, leads a team of technicians based in Langley, BC and Dallas, Texas. He said hacking is a trillion-dollar industry and business owners should take note. 

When it comes to investing fear is stronger than greed.  Investing guru Larry Sarbit talks about "the tyranny of the index" with Darren on this episode.
Sarbit, Founder and Chief Investment Officer of the Winnipeg-based Sarbit Advisory Services Inc. and one of Canada’s most highly respected asset managers, says most people don’t know how to invest. 

Darren’s guest is Yvonne Dobronyi, an eldercare consultant who counsels individuals and families through her firm YCD Consulting. https://www.linkedin.com/in/yvonne-dobronyi-14116222/

“Families are in denial and do not want to ask difficult questions about moving Mom or Dad to an assisted-living facility,” says Yvonne who added that more than half the families she comes across are not prepared for dealing with one, never mind two, elderly parents. 

Tax lawyer Anna Malazhavaya who leads the firm Advotax Law joins Darren for this episode. Advotax is a team of lawyers and tax professionals that serves individuals, businesses and real estate property owners with tax planning and tax-dispute resolutions involving the Canada Revenue Agency. 

The discussion explores everything from the capital gains inclusion rate to expanded powers of the CRA to more of their clients asking about moving to the US.