On May 27, 2021 at around 12:41 hours deputies with the Plymouth County Sheriff’s Officer were requested in the 31000-blk of West Loop Road for a vehicle vs bicycle accident. Upon arrival, deputies located a 2009 Jeep Liberty that had struck a subject on a bicycle. Investigation revealed that the Jeep Liberty had been leaving a driveway traveling southwest negotiating a left hand turn. While entering the roadway, the Jeep Liberty struck a subject traveling eastbound on a pedal bike. The subject operating the bicycle flipped over the hood of the Jeep Liberty and crashed through the windshield of the vehicle. The driver of the vehicle reported no injuries. The subject on the bicycle was transported to a hospital in Sioux City with serious injuries.