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Hammer free on bond, again
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Derek Hammer

MONROE — The boyfriend of a missing Monticello mother of three has bonded out of jail again after being incarcerated in three counties in as many months.

Derek Hammer, of Shannon, Ill., faces of a host of charges mostly in Green but also in Stephenson and now, Carroll County. That’s where he reportedly threatened a neighbor about a week after posting bond on one of his other cases in Green County. Hammer also spent most of 2022 and part of 2021 in Green County jail on multiple charges and has posted nearly $50,000 in bond money in various jurisdictions.

Bond was again set at $10,000 Monday by Circuit Judge Thomas Vale on felony bail jumping charges but, according to court records, Hammer immediately posted the required amount. He lives with his mother in Shannon.

Hammer had been in Green County Jail for nearly two years, even as the probe into the missing woman, Melissa Trumpy, 37, continues in Wisconsin and Illinois, where her empty vehicle was found.  She has been missing since October 2021, and Hammer is thought to have been one of the last people to see her alive. She was reportedly traveling from Monroe to Shannon when she vanished. Family members believe Hammer was directly involved in her disappearance.

Rock County Judge Ashley Morse, who is now overseeing most of Hammer’s Wisconsin cases, previously lowered his bond. Last month he was released from Green County after a lengthy stay, but taken into custody by Stephenson County deputies — before he again posted bond there. He was later re-arrested and posting bond yet again in Green County.

In addition to the new Illinois charges of assault and disorderly conduct, he faces a host of felony charges in Green County and elsewhere, including bail jumping, possession of cocaine with intent to deliver, possession of THC with intent to deliver, maintaining a drug trafficking place, and possession of a firearm as a felon. Trumpy also has been charged with drug crimes related to her time with Hammer in Monticello.

Before returning to the Midwest, Hammer served less than two years at High Desert State Prison in Nevada for possessing and manufacturing explosives and battery by strangulation. He was paroled there in 2019, records indicate.

Hammer’s Carroll County arrest came after he reportedly threatened to kill a neighbor in Shannon for harassing his mother, within days of his return home from Green County Jail.