Collider reports that in March 1990, probation officer Donna Chester began meeting with Dahmer twice a week. According to court documents posted on Justia Law, she graduated from the University of Wisconsin-Milwaukee School of Social Welfare. Other court documents (via FindLaw) reveal that she had only begun working as a probation and parole officer for the State of Wisconsin in January of that year. Chester’s appointments with Dahmer were 10 minutes to an hour long. She explained that she “tended to spend more time in counseling with Dahmer than average for (her) clients.” Moreover, Chester helped Dahmer, an alcoholic, enroll in an outpatient alcohol treatment program and other clinical services.
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She stated that Dahmer was “one of the most cooperative clients [she’d] ever worked with.” Despite this, AP News states that it was clear to Chester that Dahmer had psychological issues. In one report, she said that he ″continues to be morbid about problems.″ Chester added (via Greensboro), “Client appears to be depressed all the time.” Per The Tampa Bay Times, Chester wrote in her reports that Dahmer often had little money, an issue that seemed to bother him. In addition, Dahmer opened up to Chester about his family and his sexuality. Chester also noted that Dahmer often complained about ″how hard life is for him.″ Even so, she had no idea of the evil Dahmer was capable of.
