Employment Law Questions? Ask an Employment Lawyer.
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It is lawful to ask, sure. He can asks all he wants. However unless the contract stipulates that the money is to be paid back if a job is found within "x" amount of days, then someone in your situation does not have to give this back.
However, he is also free not to do business with your future company even if it is out of spite.
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Only if he starts telling third parties (i.e. not you) falsities about you.