Guest Host: Laura Garfield | Co-Founder, Idea Decanter
You’ve been heading south for years and doing everything the same way. So why does it feel like the rules keep changing?
This episode is a little different. Gerry’s producer Laura Garfield flips the script and puts Gerry in the hot seat to celebrate the launch of his brand new book: Canadians Heading South for the Winters — What You Don’t Know Will Hurt You. After eight years of fielding the same snowbird questions week after week, Gerry sat down and wrote the guide he’d always wished existed. This episode is the story behind that book — what it covers, why he wrote it, and why he believes no snowbird should be without it.
What You’ll Learn
Why immigration and tax are two completely separate conversations — and why mixing them up is one of the most common and costly snowbird mistakes
What “I’ve always done it this way” actually means at the border — and why it’s no longer a safe assumption
How border agents use discretion, and why your travel pattern matters more than your intentions
What happens when you’re denied entry — and why you can’t just drive to the next crossing and try again
Why the book is designed as a reference guide, not a cover-to-cover read
The growing trend of snowbirds selling their U.S. properties — and why it’s a taxable cross-border event most people aren’t prepared for
Why Gerry split what started as one book into two — and what the second book, The Great Canadian Return, will cover
Where to get your copy: http://snowbirdsheadingsouth.com/
About the Book
Canadians Heading South for the Winters — What You Don’t Know Will Hurt You
Gerry Scott’s debut book is a practical reference guide covering the 10 most important topics every Canadian snowbird needs to understand before heading south — immigration, tax, healthcare, residency rules, day tracking, border crossings, and more. At 180+ pages, it’s built to sit beside you, not just be read once. Available now at www.snowbirdsheadingsouth.com.
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