"Jail" time is different at various tracks. For example, at Monmouth Park, you can claim and drop after 20 days, but you cannot change ownership for 30 days. NY, I believe is 30 and 30 (I don't remember).
Regardless, as I mentioned, it is illegal and there are fines, potential suspensions, etc. It's similar to trying to drop two claims in on the same horse to increase your chances of getting the horse (where that is illegal of course).
Eric
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