By what factor do winning chances increase based on total value?

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Say I am entering 24/7 in endless sweepstakes, contests, giveaways, drawings, etc.

Assuming each one I enter has no less than 1 in 1,000 chances, but no more than 1 in 1 million (and I enter at least 500), what is the minimum accountable factor of chances and the maximum of me winning anything?

In short, as a simple example, say I enter 20 contests, and each one has a 1 in 10,000 chance of winning. What are my chances of winning anything? Just divide 10,000 by 20?

Sorry if it's a dumb question.