[Thremp]

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You should readjust after every play ideally. Day by day is std since many events go off at once.

You are incorrect.

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could you expound on that? is there math to back it up? i don't want this to come off as challenging you are calling you wrong, but i want to be able to present what you guys say to him in a detailed way if possible.

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If he uses Kelly Criterion (which is best) you readjust. If he is using % of bankroll you readjust as well.

Seems like he is using one or the other. He should be familiar with both systems if he cares enough to readjust his bet sizes.