19-year-old Jesse Ross was visiting Chicago while attending a model UN conference with teammates from the University of Missouri - Kansas City.  Around 2 am on November 21st, 2006, Jesse is called to an emergency meeting of the UN conference's security council. At this point in the evening, Jesse had been to a dance and a party at the hotel where the conference was being held, the Sheraton Hotel and Towers.

Jesse makes it to this emergency meeting, but leaves around 30 minutes later. He leaves through a rear entrance, and this is the last time anyone ever saw Jesse. Police would posit that Jesse somehow made his way to the Chicago River, immediately behind the hotel, and somehow fell in and was carried out into Lake Michigan. But filmmaker Brian Rose, who has been working on a film about Jesse since 2013, has evidence that this theory has some major problems.

For today's episode, we speak with Brian Rose, creator of the upcoming documentary When I Last Saw Jesse, and Jesse's father, Donald Ross.