You mentioning your dislike for technology while driving just made me think of a whole lot of drivers I know, and their various relationships with navigation software. These tools aren't for everybody (some people probably still like a good old fashioned map). Some drivers only turn on navigation apps if they find themselves in an area with no more street signs to follow, or after they get lost. But for others, the people who use navigation software every time they get into their car... some of them really need it. I can think of one particular driver, with whom I am in a vehicle, with her behind the wheel, every other week, who doesn't go anywhere without navigation software giving directions. The reason is, she has no sense of direction. Even when walking around in a small shopping centre that she's been in 100 times, she will turn to go the opposite way to where she needs to be.
There's been a lot of talk about Jason taking a wrong turn, often with the disclaimer that he wasn't stupid and had to know it was the wrong way. But in my experience, a tendency to get disoriented easily, even in familiar surroundings, has nothing whatsoever to do with a lack of intelligence. Cognitive issues that affect only a few areas of functioning, are common enough. His father has confirmed that Jason constantly used Waze and did whatever it told him to do. Why was he so attached to it? Perhaps he was one of the people who seriously needed it, and who will take a wrong turn as soon as it's switched off.
If Jason did have a few issues with his sense of direction while driving, and hadn't yet put his finger on what the cause was, he may have never mentioned it anyone at all. It's the kind of thing some people want to keep to themselves, and would rather just find a solution (like Waze) and get on with things.