He can keep asserting it if new facts arise which generally happens in family law. He can keep going every time he has something new to assert.
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I agree with the above answer. However, you should also consult with a local family law attorney to determine if a request for attorney fees and costs as 271 sanctions is appropriate. Meaning, you would request him to pay your attorney fees, or a portion of them as sanctions.
As long as their is new info or a materail change in circumstance he can keep making the argument, however if there is not you may be able to seek costs and sanctions/ attny fees to stop him in the future from harrassing behavior.
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There are limits to which your ex can go to obtain information. It seems like he could be bordering on harassment. As far as spousal support, when there is a change in circumstances he can take the matter back to court. It seems like you are succeeding in defeating his motions but are you asking for sanctions or attorney fees. It seems like money is a big issue with him so hit him where it hurts, his wallet.
Note this answer does not constitute legal advice, and should not be relied on. Each situation is fact specific and court specific, and it is not possible to evaluate a legal problem without a comprehensive consultation and review of all the facts and court pleadings filed in the case. This answer does not create an attorney-client relationship
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