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Full Breakdown

Oregon Man Sentenced to 20 Years for Shooting at Milwaukie Police Officers

5/31/2026, 3:53:06 AM

Incident Overview

On June 20 2025, Loony John Franklin Kolb Toon, 43, fled a Milwaukie traffic stop on Southeast Highway 224, firing a handgun at pursuing officers on Southeast Oak Street near Stark Street. No officer was hit, but the gunfire endangered four officers and damaged a police vehicle. Toon abandoned his car near the Eastmoreland Golf Course, ran onto the course, and was captured three days later in Sandy.

Background and Prior Legal Status

At the time of the stop, Toon was on probation in Columbia County for a first-degree attempted kidnapping and faced an active felony warrant. The Clackamas County District Attorney’s Office reported that he has 25 prior convictions across Oregon.

Chronology of Events

  • June 20 2025 – Officers stop Toon; he speeds away and fires at them.
  • June 20 2025 (later) – He discards his car near Eastmoreland Golf Course and runs onto the course.
  • June 23 2025 – Police locate Toon at the Doug Fir Apartments in Sandy and arrest him.
  • May 28 2026 – A Clackamas County Circuit Court judge sentences Toon to 20 years; concurrent sentences will apply for pending charges in Washington, Benton, Yamhill, and Columbia counties. Restitution is ordered for the damaged police car and a civilian vehicle struck by bullets.

Legal Outcomes and Sentencing

Toon pleaded guilty to four counts of first-degree attempted assault with a firearm, unlawful use of a firearm, felon in possession of a firearm, and second-degree escape. He will also plead guilty to additional charges in four Oregon counties. The 20-year term runs concurrently with those pending sentences; restitution amounts were not disclosed.

Official Statements & Responses

The Clackamas County District Attorney’s Office said the Milwaukie officers declined to give impact statements and that Toon declined to address the court. Deputy District Attorney Rebecca Wareham Portlock, who prosecuted the case, called the incident “incredibly dangerous” and noted Toon’s “callous disregard for every single person in his path.”

Verbatim Quotes

> “This was an incredibly dangerous incident,” — Rebecca Wareham Portlock, Deputy District Attorney, Clackamas County

> “[Toon] showed callous disregard for every single person in his path and endangered the lives of four police officers.” — Rebecca Wareham Portlock, Deputy District Attorney, Clackamas County

Implications for Law Enforcement

The case highlights the danger officers face during traffic stops when suspects have firearms and active warrants. Prosecutors emphasized the seriousness of the offense. Restitution aims to compensate the city for the damaged police car and a civilian whose vehicle was hit.

What’s Next

Toon will serve his term at a state correctional facility, with concurrent sentences to be processed in Washington, Benton, Yamhill, and Columbia counties.