Cross-Border Tax — Canada to US
Selling into the US isn't just a business decision. It's a tax event in jurisdictions that didn't ask for your opinion.
◆ The Situation
Your business is moving south. Maybe you're already selling to US customers and the volume is growing. Maybe you have a US sales representative, a US distributor, or you've started attending US trade shows and meeting with prospects on American soil. Maybe you've crossed revenue thresholds in multiple states without knowing thresholds exist.
The US tax system has rules for exactly this situation — and they apply whether or not you knew they did. The most common mistake Canadian businesses make when entering the US market is treating it as a sales and legal decision, without recognizing that it is also a tax decision across multiple overlapping systems: federal income tax, state income tax, state sales tax, and the treaty framework that sits above all of them.
◆ The Complication
The Canada–US tax treaty provides meaningful protection for Canadian businesses operating in the US — but only if the activity stays below the threshold that creates a permanent establishment, and only if the treaty position is correctly identified and claimed. Below that threshold, the treaty protects the Canadian business from US federal corporate income tax. Above it, the US expects a return.
State-level rules are entirely separate — 45 states have enacted economic nexus rules since the Supreme Court's 2018 Wayfair decision, and most apply to Canadian sellers regardless of physical presence. The interaction between these systems is where expensive mistakes get made.
◆ What We Do
We assess your US tax exposure from first principles — starting with your actual US activity and working through the full system. We determine whether your US operations have created a permanent establishment under the Canada–US treaty. We map your state-level economic nexus exposure — which states you've crossed thresholds in, what you owe, and how far back the clock has been running.
We design the structure for your US operations — US subsidiary, branch arrangement, or properly documented treaty-protected sales presence — so the US activity is organized correctly from the start.
For businesses with existing uncollected state sales tax obligations, we manage the voluntary disclosure process, which when done proactively caps the lookback period and typically eliminates penalties entirely.
◆ What it looks like in practice
An Ontario brand with $680,000 in US revenue across its own website and Amazon US discovers it has triggered economic nexus in four states, has never filed state sales tax returns, and has been subject to 30% Amazon withholding due to a missing W-8BEN-E. All four state obligations are resolved through voluntary disclosure with zero penalties. The Amazon withholding — $31,000 accumulated over two years — is recovered. Total exposure before the engagement: significant and compounding. After: resolved, with the structure in place to stay compliant going forward.
Every engagement starts with a diagnostic — a structured read of the business before any advice is given.
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