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Guides · Cross-Border

Cross-Border guides

601 plain-English guides on cross-border, each one ending in what to do next.

All Cross-BorderUS TaxCanadian TaxSmall Business & BookkeepingCFO & AdvisoryTax Planning

Page 22 of 26, newest first.

Cross-Border

Should I Retire in Canada or the US? A Tax Comparison for Dual Citizens

The tax answer depends on your income mix, province, state, and whether you value OAS clawback avoidance, healthcare, or estate tax simplicity.

Aug 21, 2026
Cross-Border

Should I Do a Roth Conversion Before I Move to Canada?

A Roth conversion before moving to Canada works if you convert while still a US-only resident and make the Article XVIII(7) treaty election after you move.

Aug 21, 2026
Cross-Border

My Employer Withheld 70% on My RSU Vest After I Transferred to Canada

When RSUs vest after a cross-border transfer, both US and Canadian payroll systems may withhold independently, often taking 60% to 70% of the vest.

Aug 21, 2026
Cross-Border

Selling My Canadian Business Before or After Moving to the US

When you sell a Canadian business relative to your move to the US determines the LCGE, the departure tax, and whether both countries tax the gain.

Aug 21, 2026
Cross-Border

I Split My Time Between Canada and the US. Where Do I Actually Pay Taxes?

The US uses a weighted day count (the substantial presence test), but it runs across three years, not one. Both countries, potentially.

Aug 21, 2026
Cross-Border

My Spouse Owns a Canadian Corporation. Do I File Form 5471?

If your spouse owns 10% or more of a Canadian corporation, IRC 958(b) attributes those shares to you, making it a CFC. Covers treaty provisions, foreign.

Aug 21, 2026
Cross-Border

Can I Transfer a US Pension to My RRSP? The ITA 60(j) Rollover

The deduction matches the amount contributed to the RRSP, offsetting the income inclusion from the distribution. Covers key rules, filing requirements,.

Aug 21, 2026
Cross-Border

Moving Back to Canada: Unwinding the Deemed Disposition (ITA 128.1(6)/(7))

When you leave Canada, ITA 128.1(4) deems you to have disposed of most of your property at fair market value, triggering capital gains tax.

Aug 21, 2026
Cross-Border

US Child Tax Credit for Americans Living in Canada: FEIE Kills It

The US child tax credit (CTC) under IRC 24 provides up to $2,200 per qualifying child under 17 (raised from $2,000 by the One Big Beautiful Bill Act).

Aug 21, 2026
Cross-Border

US S-Corp or Partnership Income as a Canadian Resident

US flow-through entities (S-Corps and partnerships) pass their income to the owners' personal returns. For a US-resident owner.

Aug 21, 2026
Cross-Border

US Social Security Benefits Received in Canada: How Are They Taxed?

US Social Security paid to a Canadian resident is taxable only in Canada under the treaty. Canada includes 85% in income with a 15% deduction.

Aug 21, 2026
Cross-Border

The WEP Repeal: Do I Get More Social Security Now?

The WEP reduced your Social Security benefit if you received a pension from employment not covered by Social Security (including CPP).

Aug 21, 2026
Cross-Border

What If My Property Drops After Canadian Departure Tax?

ITA 128.1(8) lets you elect to reduce the gain Canada taxed at departure, but only when you later sell the property at a loss and the property.

Aug 21, 2026
Cross-Border

When Should I Claim CPP vs Social Security? A Dual-Country Timing Strategy

If you worked in both Canada and the US, you may be entitled to benefits from both CPP and Social Security. your health.

Aug 21, 2026
Cross-Border

529 Plan in Canada: What Happens When You Move?

Canada does not recognize a 529 plan's tax-free status. The 529 keeps its US tax-free status after you move. Canada ignores that status entirely.

Aug 18, 2026
Cross-Border

I'm a Canadian selling my US property. How much does the IRS withhold, and how do I get it back?

Both require the seller to compute the real tax, and the real tax depends on whether the property was personal use or rental, how long it was held.

Aug 18, 2026
Cross-Border

How are ISOs and NQSOs taxed when I move between Canada and the US?

Canada ignores the ISO distinction, so all stock options are taxed alike. A stock option exercised after a cross-border move is taxed by both countries.

Aug 18, 2026
Cross-Border

I'm moving to Canada and I have an HSA. Can I keep it?

You keep your HSA when you move to Canada, but Canada taxes the growth annually, you cannot contribute without a US HDHP, and the treaty does not cover it.

Aug 18, 2026
Cross-Border

The One Big Beautiful Bill: what changed for Canadians with US income?

The One Big Beautiful Bill made TCJA rates permanent and raised the estate exemption to $15 million. Here is what changed for cross-border filers.

Aug 18, 2026
Cross-Border

US-Canada Totalization Agreement: how do I combine work credits for Social Security and CPP?

How the totalization agreement prevents double FICA and CPP contributions, assigns coverage to one country, and lets you combine work credits for benefits.

Aug 18, 2026
Cross-Border

I moved out of California. Can it still tax my 401(k) and IRA withdrawals?

No state may tax the retirement income of someone who is neither its resident nor its domiciliary under 4 U.S.C. Covers key rules, filing requirements,.

Aug 16, 2026
Cross-Border

I'm moving back to Canada. Does the US still tax my ESPP when I sell?

Yes, the ESPP discount stays US-taxable. IRC 423(c) treats it as compensation sourced to where you worked, not where you live when you sell.

Aug 16, 2026
Cross-Border

Is my FHSA a foreign trust I have to report to the IRS?

Is your FHSA a foreign trust for Form 3520? Only the trusteed kind can be. Insured and deposit FHSAs aren't trusts, and Rev. Proc. 2020-17 doesn't settle it.

Aug 16, 2026
Cross-Border

I filed the wrong departure year, or never filed one at all. Can I still fix it?

Canada gives an individual 10 calendar years from that year's end under ITA 152(4.2), and the Minister may. Usually yes.

Aug 16, 2026