Cross-Border Wealth Transfer Planning – What Canadian Families Need to Know When a Beneficiary Moves to the U.S.
For many successful Canadian families, cross-border living has become a reality, especially when children or heirs decide to move to the United States for education, career, or lifestyle reasons. When this happens, the tax and estate implications can be significant and complex. This article explores the most common issues and planning strategies that arise when [...]
Advanced Cross-Border Estate Planning for Multi-Generational Families
In today’s dynamic estate planning landscape, affluent families—particularly those with cross-border ties between Canada and the U.S.—must navigate both opportunity and complexity. While tax law provides powerful tools for wealth transfer, effective estate planning requires more than legal documents. It demands foresight, communication, and alignment across generations. For families with U.S. or Canadian citizenship, U.S.-situs [...]
Featured in the National Post: Kris Rossignoli on Why More Canadian Millionaires Are Eyeing Life Abroad
Kris Rossignoli, Senior Private Wealth Manager at Cardinal Point Wealth Management, is featured in the National Post discussing a rising trend among Canada’s wealthy: the growing interest in relocating abroad. According to a new survey, 28% more Canadian millionaires are now considering emigration compared to the last federal election. This shift is largely attributed to [...]
Section 899 – What Canada’s Wealthiest Investors Need to Know About the Proposed U.S. Retaliatory Tax
For affluent Canadians with significant U.S. investments—whether in real estate, public markets, or U.S. retirement plans—proposed changes to U.S. tax law could quietly and significantly erode your after-tax returns. Under a new legislative proposal—Section 899 of the Internal Revenue Code—the U.S. may impose penalty taxes on residents of foreign countries that it deems to be [...]
Another Proposed U.S. Law to Benefit Canadian Snowbirds? The Devil is in the Details
he proposed Canadian Snowbird Visa Act could extend the annual U.S. stay for eligible Canadians from 182 to 240 days without a visa. While this offers greater flexibility for snowbirds aged 50+ who maintain homes in both countries, the bill does not eliminate new federal registration rules or address complex tax residency risks.
Transitioning Ownership of a Family Business in Canada
Canada is on the verge of a massive transfer of business wealth, with nearly half of family business owners planning to exit in the next five years—yet most lack a formal succession plan. Transitioning ownership isn’t just a transaction; it’s a multi-year process that demands careful tax, legal, and family considerations. Whether you’re selling to a third party, passing the reins to family or employees, or winding down, early planning is essential to maximize value and minimize tax exposure. Key strategies include estate freezes, capital gains exemption planning, and hybrid share-asset sales.
Mergers, Acquisitions, and Succession in Canada – Tax Planning at the Heart of Business Transitions
As Canadian business owners face a historic wave of transitions, the role of tax planning in mergers, acquisitions, and successions has never been more critical. Whether selling, acquiring, or passing down a business, the right tax strategy can significantly influence deal outcomes and long-term value.
Planning for the Future – Why Business Succession Is Too Important to Ignore
Many Canadian business owners tend to defer succession planning opting to address it at a later date. However, with over 56% of family business owners expected to retire in the next decade, and fewer than 25% having a formal plan in place, the cost of inaction is rising. Avoiding succession planning doesn’t just risk business [...]
Moving from Canada to the U.S.? Why Pre-Immigration Tax Planning Is Essential
For high-net-worth individuals and families considering a move to the United States, the appeal is understandable: access to top-tier education, healthcare, business opportunities, and global connectivity. But beneath the surface lies a complex web of U.S. tax laws that, if not navigated properly, can trigger punitive outcomes, especially around income, gift, estate, and trust taxation. [...]
America’s and Canada’s Burning Questions About Retirement Answered
When it comes to retirement, Americans and Canadians are grappling with a mix of hope and anxiety. From how much money they need to save, to fears about government benefits and inflation, many are searching for clarity in an unpredictable landscape. Let's break down the top concerns and what you need to know. How Much [...]
U.S. Cross-Border Tax Update: Featuring Terry Ritchie, Senior Director/Private Wealth Manager, on Financial Planning for Canadian Business Owners
Terry Ritchie, Senior Director and Private Wealth Manager at Cardinal Point Wealth, was recently featured on the Financial Planning for Canadian Business Owners podcast. He shared key updates on U.S. cross-border tax issues affecting Canadians, including potential changes to citizenship-based taxation, updates to Social Security benefits, and the possible sunset of the Tax Cuts and Jobs Act provisions.
Cross-Border Wealth Management Video with Jeffrey Adema, Cross-Border: Navigating Life as a Canadian or U.S. Expat
Are you a U.S. citizen planning to retire in Canada, or a Canadian moving to the U.S. for work? Cross-border transitions bring complex financial challenges that demand careful planning. In this insightful video, Jeffrey Adema, President of Wealth Management, Cross Border at Cardinal Point Wealth Management, breaks down the key elements of successful cross-border wealth [...]
Understanding British Columbia’s Property Transfer Tax and the 1084204 B.C. Ltd. Case
British Columbia's real estate market is known for its dynamic nature, attracting both domestic and international investors. To regulate this market and generate revenue, the province imposes the Property Transfer Tax (PTT) on property transactions. This article delves into the intricacies of the PTT, its implications for foreign entities/nationals, and examines a recent pivotal case: [...]
Navigating Cross-Border Retirement Benefits in 2025: US Social Security and Canadian CPP/OAS
Cross-border retirement planning has never been more relevant. In 2025, many Canadians living in the U.S. and Americans living in Canada face complex questions around Social Security, CPP, and OAS benefits. Our updated article explores how longstanding agreements like the totalization agreement (1984–2025) and the U.S.-Canada tax treaty continue to shape eligibility and taxation rules—while addressing key developments such as the 85% inclusion rate, new e-filing systems, and the growing importance of residency status. Whether you’re planning to retire soon or already drawing benefits, understanding where and how your income is taxed is crucial.
Social Security Identity Verification: Need to see your ID, please…
The US Department of Government Efficiency (DOGE) recently announced that it discovered massive fraud against the Social Security retirement program, citing 130 year-olds collecting Social Security payments as an example. Against that backdrop, the Social Security Administration (SSA) has changed how people must prove their identity when 1) claiming benefits for the first time and [...]
U.S. Financial Institutions Closing Investment Accounts for Canadian Residents: Understanding the Trend and Its Implications
Imagine you’re a U.S. citizen or Green Card holder living in Canada, and you’ve just received the dreaded notice: your U.S.-based brokerage or custodian has decided they can no longer hold your taxable investment account or IRA because you live abroad. They’re giving you 60 days to transfer it elsewhere, or they will liquidate everything [...]
“Papers, please.”− Many Canadian Visitors Must Now Register with US Immigration
It is the end of an era. Pursuant to a January 20 presidential executive order, the US is changing the rules for foreign nationals, including some Canadian snowbirds, who enter the US as visitors without visas. Key Takeaways America has tightened its immigration policies, even requiring some Canadians to register with US border authorities before [...]
Kris Rossignoli Featured in The Globe and Mail on the Hidden Costs of U.S. Redomiciling
In the article, Rossignoli offers expert commentary on the financial, tax, and immigration challenges Canadian companies face when considering relocating operations to the U.S.
Kris Rossignoli featured in The Globe and Mail – Cross-Border Financial Uncertainty Amid U.S. Trade War
Kris Rossignoli, Senior Private Wealth Manager at Cardinal Point Wealth Management, is a leading voice in cross-border financial planning, guiding clients through rising uncertainty as the U.S. trade war intensifies. Featured in The Globe and Mail article “Five questions cross-border experts are facing as trade war escalates,” Rossignoli offers expert insights into the growing concerns of his clients with ties across the U.S.-Canada border.