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1. FINTRAC Red Flags - This is just for withdrawing the money, not transferring it from your poker account to bank, right?
Wrong. It is for any transaction.
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2. Withdrawal Method - What is the best withdrawal method for full tilt poker? Bankwire, Moneybookers, Click2pay, Instadebit, etc.
Depending on your objectives one might offer a little benefit over another but for the vast majority they are pretty much equivalent.
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3. Bank Account - I don't yet have a bank account. Is there any preferable bank? I live in Saskatchewan fwiw, although it would be nice if it is a bank that I can access overseas(is this possible?).
Are you new to Canada? Most people get bank accounts when they are tweens. No real difference between banks. Different people have different experiences with various banks. The branch manager is likely a more relevant factor than the bank.
All banks offer ATM cards that can be used form almost anywhere in the world. If you mean actually going into a branch that seems unlikely. While Canadian banks do own foreign banks and even have banks under their own banner in other countries you generally can't access your Canadian accounts though those branches. If any bank offers such a service though it will be HSBC.
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4. Withdrawing cash - Am I going to be asked questions if I withdraw large(5k, 10k, 15k) sums of money?
Yes. Sadly most branches don't even keep that kind of money on hand unless it is a big branch or it is a high traffic day like when social assistance gets deposited. You generally have to call ahead and give them a day or two notice. For $5k they may not ask too many questions but they might. For $10k they will. Trying to get around this by going to multiple branches does not work. Banks also have no sense of humor so cocky and funny does not play well. If you need the money for playing live the best thing is just to keep your bankroll in cash at home.