I see what you're saying, that JW was saying that BOTH of them were "lost." What I'm getting at is that what if JW was trying to give the impression that Tom could easily have gotten lost to try to sway the investigation later when he was found. Otherwise, people would say "Well how could he get lost? He lives so close." If he got lost with someone else earlier, it makes more sense that later in the evening he got lost walking home. It does seem most likely to me now that this is not foul play, but you can't really know that if you haven't looked really hard at Jake and looked really closely at who his friends are in my opinion. Maybe the police have already done that, I don't know. Maybe the police have more info than I do, don't know.
Also I saw on social media that there was some kind of dust-up among friends about someone being a "*advertiser censored*" and "sorry isn't good enough." This might have nothing to do with the whole situation, but in light of the fact that we now know JW was a high school friend of Tom's, it would also be good for them to sort all that out too since that came up online just a day or two before he went missing, just to make sure Tom had nothing to do with that situation. I would look it up right now but don't have time, so I can later if you want, but would prefer to communicate that on private message since I don't watn to start posting inncent peoples names on here etc.