Skateboarder Terry Kennedy to Be Released from Prison Dec. 31

UPDATE: Famed skateboarder Terry Kennedy is set to be released from prison on December 31, 2025, just in time for New Year’s Eve. This news comes directly from the Illinois Department of Corrections, confirming that Kennedy, 40, is receiving sentence credit, allowing for an earlier release.

Kennedy, who was serving a 5-year prison sentence for an assault that led to the tragic death of fellow skater Josiah Kassahun, will remain under supervised release until June 30, 2026. Following that date, he is expected to be fully discharged.

In a shocking incident on July 27, 2021, Kennedy was involved in a confrontation at the Comfort Suites Motel in Oakbrook Terrace, Illinois. Reports indicate that while leaving the motel with his ex-girlfriend and Kassahun, an altercation occurred. Prosecutors revealed that Kennedy became enraged, leading to Kassahun being punched in the face. He fell and suffered fatal injuries, ultimately dying from multiple internal injuries, as determined by the medical examiner.

In a significant twist, Kennedy was acquitted of the murder charge in 2022 but convicted on two counts of aggravated battery. The court sentenced him to two consecutive five-year terms, each to be served at 50 percent.

Kennedy is a well-known figure in the skateboarding community, celebrated for his participation in high-profile events like the X Games and the Maloof Money Cup. He has also made appearances in various TV shows, films, and skateboarding video games, making him a recognizable name among street skating fans.

With his release just 29 days away, the skateboarding world is buzzing with anticipation. The impact of his return is sure to be felt in the skateboarding community, where fans are eager to see what the future holds for this controversial figure.

As Kennedy prepares to walk free on New Year’s Eve, many are left wondering how his experience behind bars will shape his future endeavors and if he will return to the sport that made him famous.