As I've mentioned before, one the reasons I have such a strong interest in this case is that I'm exactly the same age as Jason and can see several similarities between his life and mine. (As a teenager, I was painfully shy, had some minor cognitive issues, identified as devoutly Catholic, and worked in college media). I try not to project my own life experiences onto the case--I've never met the Jolkowski family and I'm not from Nebraska--but the case haunts me because I feel like it could have just as easily been me who vanished.
Anyway, two things I wanted to add to the discussion:
(1) As for where he walked, it's possible that he wandered with no particular destination in mind. I used to do this when I was in high school and college to clear my mind and to get exercise. I could envision Jason being the same way. I grew up in an upper-class neighborhood with no crime problem, so I never an into trouble. But given what's been said about Jason's neighborhood in 2001, I could imagine someone with malicious intentions noticing him on such walks and perhaps engaging him in idle conversation to gain his trust over time.
(2) A friend of mine recently bought a house in Omaha, about three miles away from the Jolkowski's house. Looking at a map, I was surprised at how many ponds and lakes there are in/near Omaha. I wonder if any of those could have been a disposal site for the body. I know that's just pure speculation on my part, but it happened to cross my mind now for some reason and just figured I'd throw it out there as a possibility.
It's hard to believe that we're now less than three months away from the 20th anniversary of Jason's disappearance. I feel terrible that the family hasn't gotten any answers about what happened to him, and I hope they will one day be able to have some sense of closure.