How does Tomato

[Matty]

I'm not a tax lawyer but if you just always claim your winnings as a gift then you dont have to worry about anything.

Just always claim everything as a gift.

This only works if 1) you're Canadian 2) you have a(nother) job 3) your gambling income isn't several times bigger than your declared salary

5. dont claim it and hope they dont go after you

See 2) and 3) above. If you don't claim your winnings, forget about owning anything out of line as compared to your declared income

6. always show a loss

Yeah, that would work.

In a simple summary.

1. Incorporate in another country.
2. Hire employees to work as proxies (tech and civil).
3. Wire out, invest, wire in.
4. Pay corporate tax locally.

Not sure what you mean there. 1. and 4. may well be sufficient.