No.
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You sell it and then you will get 1000 $ for it.
you jump 1000 times
250
The least amount the contestant can leave the show with is $1000, but that is not what your question asked. A contestant can win nothing or up to $1000 and he is still given the $1000 because he did not win at least $1000.
Did you mean robux? And you buy them. There is NO free way to get 1000 robux.