This didn't quite work for me I'm afraid, and I'm a bit pressed to figure out why. (Helpful, I know.) I think it feels a bit aimless, until the baby is found. I think you need a hook before that point, and it should be Jim as a character, but for me you're not quite there yet. Maybe you're trying to get across his whole life too much, including his past and his surroundings, in too short a space, when you should give him more room to breathe and just be himself. (Some of his thoughts feel a bit "Aha! I can fit that in here", but that might just be my experience of my own writing.) Maybe expand on his relationship with Snoops, maybe have him talk to the dog more, hint at the fact that he does this because there's no one else to talk to. A few more tiny, incisive details would help. He notices there's only two tins of beans left in the cupboard and that makes him anxious because of the time the local shop ran out, that sort of thing.
If you keep the Pointless opening, I agree it should be made clearer what it is.
That's all just my opinion of course, and it's hugely in the minority, so feel free to ritually burn it.