Sullivan's probation officer says the former sheriff was "soliciting" someone he used to pay money to.
The report does not say what Sullivan paid for but that Sullivan had authority over them, "indicating issues related to power and control."
Last year, Sullivan was arrested in a sting operation. He was caught on undercover cameras exchanging meth for sex with a male prostitute.
9News Legal Analyst Scott Robinson interprets the documents as saying the probation officer has serious concerns Sullivan is involved in an intimate relationship that may not be appropriate.
According to the probation officer's report filed with the court in July, Sullivan has had "continued violations" and he "chooses to not abide by court orders."
The probation officer's report also says Sullivan is in the SCRAM program, which outfits probationers with an ankle monitoring device that can detect alcohol use and location. Sullivan was placed in the SCRAM program as part of a "sanction," according to the report.
In the report, the probation officer is also asking the court to order a mental health evaluation for Sullivan because of concerns "about the defendant in the community."
In a letter attached to the probation officer's report, Sullivan's attorneys object to a "sexual evaluation" because Sullivan was never convicted of a sex offense.
A court spokesperson told 9Wants to Know that prosecutors and defense attorneys responded to the probation's report, but the court did not file any follow-up order because the two sides in the case never asked the court for any sort of action.
The responses to the probation officer's report remain sealed.
A call to Sullivan's attorney was not returned.
Sullivan was sentenced to 38 days in jail and 24 months probation in April.
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