I'd say you're right with that evaluation. Caldwell is terrible though, imo. On the England question, i'd say it's partly down to the media putting way too much pressure on. It's hard to single out individual things, but the media plays its part.
I actually really hope Scotland finish 2nd. I'm half Scottish, but i want Scotland to do well more than England. Scottish fans are just so passionate and get behind their team so much. I watched the home game vs Czech Republic, with my sisters boyfriend who's Scottish and his mate who is also Scottish. The national anthem at the beginning gave me goosebumps, it was just immense.