Is wrapping a token a taxable disposal?
This is genuinely unsettled, which is the practical answer. A wrapped token represents another asset, and the argument turns on whether you have exchanged one property for a different one or simply changed the form in which you hold the same thing. Depositing the original into a custodial arrangement and receiving a claim on it looks different from a mechanical one-for-one representation. Neither reading is obviously wrong, so the useful step is to settle a position, record the mechanics of the particular protocol you used, and apply the same reading to the unwrap. An assumption left unwritten is what fails later.
Do I report a gain when I wrap and unwrap the same coin?
The treatment has to be symmetric. If wrapping was a disposal then unwrapping is one too, and each leg carries its own cost and proceeds; if neither is a disposal, the round trip changes nothing except your records. What causes trouble is treating one leg one way and the other leg the other way, usually because the legs fall in different years and different software handled each. Decide the position once, apply it to both legs, and where the legs straddle a year end make sure the second return continues the treatment the first one started.
How do I show that wrapping was not a sale?
With the mechanics, in writing, dated. Keep the protocol documentation describing what the wrapped token represents, the transaction records for the deposit and for the minting, and a note of your reasoning at the time. Where the arrangement is custodial, whatever the custodian says about your claim on the underlying asset matters. The point is not to win an argument in advance but to be able to show that a position was taken deliberately on known facts, rather than chosen afterwards to suit a figure. That distinction is usually what a query turns on.
Does bridging tokens to another chain trigger tax?
It raises the same characterisation question and deserves the same treatment. A bridge may lock the original and mint a representation of it, or it may destroy and reissue, and those are not obviously the same event. Read what the particular bridge actually does before deciding, because the label on the interface is not the mechanism. Record the position, and note that any network fee you paid in another token is a disposal of that fee token in its own right, which is a small but real computation people routinely miss in a year with many bridge transactions.
What records should I keep for wrapped tokens?
Enough to rebuild each leg without the platform's help. For every wrap and unwrap: the date, the quantity, the token in and the token out, the transaction reference, the fee paid and the token it was paid in, and the position you took on whether that leg was a disposal. Platform and wallet exports typically label a wrap as a trade, so your own record is what distinguishes the two. Keep the protocol description from the time as well, because it changes, and the version in force when you wrapped is the one your position depends on.
What if one country calls a wrap a sale and the other does not?
Then a gain exists in one system and not in the other, and the mismatch has to be managed rather than averaged. The consequence runs in two directions. Tax may arise in one country in a year where the other recognises nothing, so relief for that tax has no matching income to sit against. And the cost base of the holding then differs between the two systems for every later event. Keep two cost base schedules, reconciled to the same transactions, and record why they diverge; each later disposal is computed from the schedule belonging to that return.
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.
Which countries have a tax treaty with the United States?
Around sixty, including Canada, the United Kingdom, India, Australia and most of western Europe — but the list matters less than the terms, because each treaty caps rates and allocates income differently. Two countries with treaties can produce opposite answers on the same pension or the same royalty. What decides your position is the specific article covering your income type. See our country guides.