No, it is not illegal for a DSS representative to get information from the Department of Probation. If the two parties shared information inappropriately, according to the protocols of their respective organizations, then their may be an issue. Otherwise, the fact of their friendship is non-availing.
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If DSS is involved with you, then they can certainly share information with your probation officer, friend or not. They are both state agencies and, since you did not make it clear whether or not the information was pertinent to your probation, I would assume that it is, or otherwise you wouldn't be asking. DSS can report information to law enforcement, so there should be no issue with a report to probation.
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