A federal judge has levied sanctions on a tobacco heiress’ estranged husband for destroying evidence related to spyware that he secretly installed on his wife’s phone and used to listen in on her calls, including conversations she had with her attorney.

It was the second time that a judge has hit Crocker Coulson, who is locked in a bitter divorce with Anne Resnik in state court, with spoliation sanctions for destroying evidence of bugging Resnik’s phone.