Music to fall asleep. DS and I both have "the brainwon't shut up" syndrome. Quiet and lights out don't help because the brain just finds it easier to think more. Complex but subtle music works for him. I need a slightly interesting documentary or ballads or pure exhaustion.

Also, tired people often have attention problems.

I'd ask him if it is that his brain won't shut up. And if so what sort of thoughts run through his head before bed.