Do I have to file a US tax return for my brokerage account?
It depends on what the account produced and how it was taxed at source. Dividends and interest paid to a Canadian holder are generally dealt with by withholding at the moment they are paid, so there is often nothing left for a US return to settle. What the account cannot do is take the income off your Canadian return: the same dividends and interest are reported there, converted into Canadian dollars, with a credit for the US tax properly withheld. The answer changes if the account holds US real property interests, so the character of the holdings is settled before the filing set is decided.
Do I report US dividends in Canada if tax was already withheld?
Yes. Withholding at source is a collection mechanism, not an exemption. The gross dividend, before anything was deducted, goes on your Canadian return converted at the appropriate rate, and the US tax withheld is then claimed as a foreign tax credit against the Canadian tax on that income. The credit is limited to the tax the treaty allows the United States to take, so anything withheld above that rate is not recoverable from Canada and has to be pursued on the US side instead. That is why the status certificate your broker holds matters to your Canadian return as much as to your US one.
What is the certificate my broker keeps asking me to renew?
It is the declaration of foreign status you sign for the broker. It records that you are resident in Canada and entitled to the treaty rate on US dividends and interest, and it is what the broker relies on when deciding how much to hold back from each payment. It does not last indefinitely: it expires, and it stops being valid when the details on it change, such as an address, a name or a taxpayer identification number. A broker with no valid declaration on file falls back to the higher statutory withholding, which then has to be unwound. Renewing it when asked is the simplest part of this subject.
Does a US brokerage account count as foreign property to report?
Usually yes. Canada requires specified foreign property above a reporting threshold to be disclosed on a schedule filed with your return, and a brokerage account holding US shares is the ordinary example of it. The test is based on cost rather than current value, and it looks at the total of your foreign holdings rather than any one account, so an account that seems small on its own can still put you over the line. The disclosure is informational and creates no tax, but the penalties for leaving it out are not informational, so the schedule is prepared from the broker's own year-end figures rather than from memory.
Will my estate owe US tax because I hold US shares?
There is an exposure, and it is decided by where the assets are rather than where you live. US shares are US-situs property for estate purposes whoever holds them, so a Canadian who has never set foot in the United States can still leave an estate with a US filing question attached to the brokerage account. It is not a reason to panic and it is not a reason to leave the account unexamined either. The exposure is measured against the value of the US-situs holdings and the size of the estate as a whole, which means it can be quantified now, while there is still time to act on the answer.
What if my broker has the wrong residence on file?
Then the withholding is wrong, and the consequences run in both directions. Too little withheld leaves a US liability unsettled. Too much withheld leaves you with Canadian relief you cannot claim, because the foreign credit is capped at what the treaty permits the United States to take. Either way the fix begins with the broker: a corrected status declaration, then corrected year-end reporting if the slips have already gone out. Once the paperwork is right, we can work out which years can still be repaired on the Canadian side and which have to be taken up with the US authorities.
I have not filed for several years while living abroad — what are my options?
Both countries have routes back, and using one before they contact you is what preserves the relief. On the US side there are procedures aimed at taxpayers whose failure was not wilful, including one designed for people living outside the country, and separate procedures for late account reports and information returns alone. Canada has its voluntary disclosures programme and taxpayer relief for penalties and interest. Filing quietly and hoping is the one approach with no protection attached to it. See catch-up filing.
What happens if I have not filed for several years?
Missed years are handled as one package, not one at a time, because the route chosen for the first year determines the relief available for the rest. Each country has a disclosure or relief programme with its own conditions, and entering the right one — before the authority contacts you — is usually what keeps penalties down. Filing quietly outside a programme forfeits that protection. See catching up on missed returns.