Answer:
1. Tithingman
2. Jacket
3. Hornbook
4. Batts (?)
5. Colonial Shoes (?)
6. Boys and Girls (?)
7. Town crier
I gave my best guess for the three with question marks, but they dont make compete sense.
Is it 4 decent sleeping conditions
From what I remember, I think it was because he didn't equip his troops well
Hope its right.
Hope I helped too.