0
Freddy (anonymous) MadanCA Team edited answer

Hello,

I’m a US citizen currently residing in Canada as a Canadian permanent resident. I work full-time remotely for a US-based company on a W2 employment basis, but I’m considering transitioning to a contractor role with the same company. I would appreciate your advice on the following:

Tax Implications:

– Currently, I pay FICA taxes to the US but no US federal income tax. Instead, I file a Canadian tax return and pay full Ontario and Canadian federal taxes.

– If I switch to a contractor setup (likely as a 1099 independent contractor), how would my US and Canadian tax obligations change?

– Would I still be liable for self-employment taxes (Social Security and Medicare) in the US, and how would that interact with Canada’s tax regime and the US-Canada tax treaty?

Contract Setup:

– What structure would be most tax-efficient and compliant (e.g., sole proprietorship, Canadian corporation, LLC)?

– Should the contract be between the US company and me personally, or should I invoice through a Canadian entity?

– Are there important considerations around currency, invoicing, or withholding that I should be aware of?

I want to make sure the new arrangement is both compliant and financially sound from a cross-border tax perspective. I’m also open to any other recommendations you may have.

Thanks in advance for your guidance.

Best,
Freddy