Serial Harasser of Tollway Chairman Asked Police to Kill Him: Report

Naperville, IL — A 57-year-old Oswego man is once again facing charges for harassing Illinois State Toll Highway Authority Board Chairman Robert Schillerstrom.

James P. Conroy, 57, of the 500 block of Chestnut Drive in Oswego, allegedly tried to take a taxi to Schillerstrom’s Naperville home.

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He also “made numerous telephone calls to the Naperville Police Department in which he threatened to kill Robert Schillerstrom and requested Robert Schillerstrom be killed,” according to a Daily Herald report.

In Dec. 2015, Conroy reportedly called Schillerstrom’s home intending to threaten to kill him. He also called the Naperville Police Department and told it of his plans.

In May 2011, Conroy was sentenced to 180 days in jail for aggravated driving with a revoked license third offense or more. He was also ordered to have “no contact of any kind with any member of the Robert Schillerstrom family."

Although the incident happened in 2010, Conroy was declared mentally unfit to stand trial, which was later reversed.

But wait, there’s more.

Conroy again contacted Schillerstrom later in October 2011, violating a conditional discharge. Conroy was again found unfit to stand trial, but was sentenced Oct. 19, 2012 after being found fit once more. He was re-sentenced to six months in jail and given a year of probation.

Conroy is already on probation for his alleged crimes against Schillerstrom. He now faces up to three years in prison.