What no one tells you about the million-dollar tax traps, IRS penalties, and the entity mismatch that can bankrupt your investment.
Exclusive insights on tax, succession, and wealth planning, straight from the Advisors Table.
In this episode, we sit down with a US tax specialist to uncover why forming a U.S. LLC — often promoted as a simple and tax-efficient structure — can quickly turn into a costly mistake for Canadian residents.
While LLCs offer flexibility and liability protection in the United States, the way Canadian tax law treats these entities creates a serious mismatch that can lead to unexpected reporting obligations, double taxation, and significant penalties.
Sunny Jaggi is a strategic tax and exit advisor to business owners, specializing in sale-readiness, corporate structuring, and succession planning. He helps founders turn complex tax planning into clear, actionable strategy—long before a buyer shows up or a transition becomes urgent.
With more than 15 years advising owner-managed and private companies in Canada and abroad, Sunny works at the intersection of corporate reorganizations, domestic and international tax planning, and high-stakes succession and estate strategy. He is known for bringing clarity, discipline, and long-term vision to complex transactions.
A frequent writer and presenter for organizations including the Canadian Tax Foundation and CPA Canada, Sunny now leads the tax practice at Cedar Consulting Group—a boutique, high-trust advisory firm focused on thoughtful, high-impact structures that help clients protect and grow what they’ve built. He partners closely with accountants, lawyers, and advisory teams to deliver cohesive, enduring strategies that hold up under scrutiny and shape generational outcomes.
Sandy is a licensed CPA in both Canada and the U.S., with extensive experience in cross-border and inbound U.S. tax. Her career began at Deloitte, followed by senior roles at Grant Thornton and PwC. She later served as U.S. Tax Partner at a Toronto accounting firm before launching her own practice, and have now joined forces with Cedar Group as U.S. Tax Partner.
She works with Canadian businesses entering or operating in the U.S. through sales, services, or investments; business owners navigating U.S. tax structures and filings; and organizations of all sizes—from owner-managed companies to large corporations —with U.S. operations, domestic or foreign (non-U.S.). She believes tax should empower—not overwhelm—and she is committed to helping clients move forward with clarity, strategy, and confidence.
She approaches every client’s tax situation with passion, technical expertise, and a holistic perspective. By understanding the full picture, she helps clients achieve favorable outcomes—not just for today, but with a long-term strategy in mind. Clients value her responsiveness, attention to detail, and integrity in every deliverable.
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Exclusive insights on tax, succession, and wealth planning, straight from the Advisors Table.
