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There's no set answer there, I think it'll depend on what you find comfortable. I would suggest though to make it even multiples of the final 150x150 size, so that you're reducing by even amounts.
In other words, if it's 300x300 you work with, that means OOTP's final size is 50% of your working size. If you work at 600x600, then OOTP's size is 25% of your working size. Reducing by these multiples is better than 33% or 67% or something like that.
Twice OOTP's size, or 300x300 is probably fine for simpler logo designs; for more complex designs the 600x600 canvas is likely better.
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