Loony John Franklin Kolb Toon, 43, has been sentenced to 20 years in prison after pleading guilty to multiple felony charges for firing at three police officers during a dangerous pursuit in June 2025. The sentencing, handed down in Clackamas County Circuit Court on May 28, concluded a high-profile case that involved a multiday manhunt across Oregon.
According to prosecutors, Toon opened fire on Milwaukie police officers while fleeing at speeds up to 80 mph, driving over a spike strip before abandoning his vehicle and running across the Eastmoreland Golf Course. He remained at large for three days before being apprehended in Sandy, Oregon.
During the hearing, Clackamas County Deputy District Attorney Rebecca Wareham Portlock emphasized the recklessness of Toon’s actions. “This was an incredibly dangerous incident,” she said, noting that Toon showed “callous disregard for every single person in his path … and endangered the lives of four police officers.”
Toon, who was already on probation for attempted first-degree kidnapping in Columbia County at the time, pleaded guilty to four counts of attempted first-degree assault with a firearm, unlawful use of a firearm, felon in possession of a firearm, and second-degree escape. Additional felony charges from Washington, Benton, Yamhill, and Columbia counties will run concurrently with this sentence.
Authorities also ordered Toon to pay restitution for damage caused during the chase, including repairs to a police vehicle and a civilian car struck by gunfire. His criminal history spans 25 convictions, including 16 felonies, and prior statements indicate a long pattern of defiance against the law.
Despite the gravity of the crimes, Toon chose not to make a statement during sentencing, and officers present also declined to provide victim impact statements. The case closes a chapter on one of Oregon’s most dangerous high-speed pursuits in recent years, highlighting both the risks to law enforcement and the consequences of a long criminal history.
The outcome underscores the coordination between multiple jurisdictions and the seriousness with which the courts addressed a defendant who repeatedly endangered public safety and law enforcement officials.
