How much money you can win in a fantasy Baseball league is really determined by how much money you put in and the percentage payout of the website you're using. Look out for sites with low payouts though. Some sites take up to 50% of the money that is put in by league owners. Other sites payout as much as 94%.
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You don't need money to play, you need skill, you need to practice, and you need to be drafted by a professional team.