The skateboarding world is revisiting a tragic chapter as former professional skater Terry Kennedy nears the end of his prison sentence. Kennedy, a prominent figure in the early 2000s skate scene celebrated for his vibrant energy and unique style, is set to be released on December 31, 2025. His incarceration stemmed from a 2021 altercation that resulted in the death of fellow skater Josiah Kassahun, an event that sent shockwaves through the close-knit skate community.
Why Terry Kennedy Is Being Released in December 2025
According to official records from the Illinois Department of Corrections, the 40-year-old Kennedy "was eligible for and received sentence credit," which accelerated his original release schedule. This credit adjustment officially moves his freedom date to the last day of 2025. Following his exit from prison, Kennedy will remain under supervised release until June 30, 2026, after which he is expected to be completely discharged from the correctional system.
The 2021 Incident That Changed Everything
The case dates back to July 27, 2021, in Oakbrook Terrace, Illinois. Kennedy, Josiah Kassahun, and Kennedy's ex-girlfriend were leaving the Comfort Suites Motel. As they walked toward Kennedy's car, prosecutors stated that Kennedy became enraged. Kassahun attempted to intervene and calm the situation. In the ensuing conflict, Kennedy punched Kassahun in the face. The blow caused Kassahun to fall, striking his head on the pavement. The medical examiner later concluded that Kassahun died from "multiple internal injuries" sustained during the fall.
Kennedy was initially charged with first-degree murder. However, in 2022, a jury acquitted him of that severe charge. He was instead convicted on two counts of aggravated battery. The court sentenced him to two five-year prison terms, ordered to be served consecutively but at a 50 percent rate. This sentencing structure, combined with the credit he earned while incarcerated, paved the way for his impending December release.
What Comes Next for the Skateboarding Star?
As his release date approaches, speculation is mounting within the skate industry and among fans about Kennedy's future. The central question remains: will Terry Kennedy attempt a public comeback to the sport and sponsorship world that once adored him, or will he choose to step away permanently and live a private life? His return would mark a significant moment for a generation that grew up watching his videos and TV appearances.
The legacy of this case is a somber one, forever linking two names in skateboarding history. While Kennedy prepares for a new beginning, the community continues to remember Josiah Kassahun. The upcoming months will reveal whether the former star can rebuild his life outside the prison walls and how the skate world will respond to his return.
