I will preface this by saying I’m not any kind of a professional, but I’m fairly experienced with DIY things around my parents’ house and I’ve fixed things for other people.
A: Sounds right. There’s no room to set up a ladder safely though I don’t see why they can’t do some kind of scaffolding. If your contractor can’t do it, try shopping around.
B: I do, but as I said I’m no kind of professional. 🙂
C: It sounds like you need a good roofer. I have a couple phone numbers if you’re interested.