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A warrant willbe needed to wiretap a phone. A judge will need a compelling reason to grant such a warrant.
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Obtaining evidence of a crime that cannot be reasonably obtained using other techniques. You must demonstrate probable cause that the communications will produce evidence of a crime, or some criminal enterprise.
Probably not. If they suspect you of dealing with a person of interest in procuring illegal substranbces then it is a possibility. A wiretap is expensive, it would need to be something signifiant that the police would be interested in.