Me neither. I think in this case it's correlated rather than causal. He was headed to the school (on foot), because of work. It stands to reason that maybe he stopped that day at wherever he was going on his more recent evening walks.
On the other hand, I'd still check if the employees who were out that day, creating the short staffing situation, are otherwise accounted for in the time frame he disappeared. That's not a long time, but would be good to know nonetheless. Then you'd need motive, but there could be many. It's even possible he was headed to the school but a different employee than his ride got to him first, "Miss Ride called and said she couldn't make it to the school, so I'm here to take you." Then you have a known person, a valid-ish reason, and fewer than 10 seconds of visible interaction on the street, none of which looks suspicious if even seen. Miss Ride may or may not have been in on it. This could work because someone who knew Jason might know he'd be easier to overtake than he looked, or there was more than one person who took him. Getting him in the car would be the hardest part in theory, but he'd likely get right in. It seems that LE didn't find anything on that scenario, but could've happened.