FIRST thing I'd do IS hire a tax lawyer! Especially if you planning on becoming non-resident of Canada. There are huge tax banana peels that you WILL step on, even if you have a tax lawyer. A tax LAWYER is critical to any high net worth people and an excellent investment for this who have any sort of complexity in their tax situation.
And here, I'll give you one examle of why I thihnk you in particular Mandala should get one according to your plan. Sounds like you are an American citizen as you weren't aware that in Canada, lottery winnings are not taxed, unlike the US. However, if you decide to move to somewhere cheaper, are you aware that citizens of the United States are taxed on worldwide income, not residency. As a US citizen, you absolutely have to file annual tax returns and pay taxes to the USA on your global income. Even if you are in a tax haven.
Good lawyers don't cost, they pay.
I am Canadian.
I see your point, but if you are just gonna win and hold I do not see the point of a tax lawyer . If you are doing complex stuff like moving to another country or making complex investments or worried about setting a will then for sure
But, if there are no taxes to be paid on winnings and you decide to wisely put monies into the stock market that is all tax free until you sell so why would you need a tax lawyer ?
Now, if you want to dodge taxes on your investments getting a tax lawyer at the beginning so you do it right seems solid
Now that you got me thinking about it, stuff like off shore accounts can be tax free. Becoming a permanent non resident would need a tax lawyer. Which countries are best for taxes? Living on cheap rent but paying a lot of taxes makes no sense
How to choose one? I would want one that charges by hour
not handle my investments. How do tax lawyers charge and how to choose one seems like the big question
Getting a tax lawyer that specializes in becoming a non resident could means he could also give advice on where his clients are happiest